Category: 1018446-95-1

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1018446-95-1, name is tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, A new synthetic method of this compound is introduced below., Computed Properties of C8H13N3O2

(C) 2-(2-(2-(2-(1H-Pyrazol-4-ylamino)-5-chloropyrimidin-4-yI)ethyl)phenyl)propanamide (35)A solution of 2-(2-(2-(2,5-dichloropyrimidin-4-yl)ethyl)phenyl)propanamide A30 (0.10 g, 0.31 mmol) and tert-butyl 4-amino-i H-pyrazole-1-carboxylate (0.17 g, 0.93 mmol) was heated in MeOH:water (10:1, 5 mL) at 90 00 for 18 hours. The solvents were removed in vacuo and the crude residue was purified by silica gel columnchromatography (Combiflash Rf, 0-15% MeOH in DCM). The purified fractions were combined, the solvent was removed in vacuo and the solid was sonicated in cyclohexane and filtered. The residue was dried in vacuo to give the title compound 35as a light yellow solid (0.060g, 52%). 1H NMR (300 MHz, d6-DMSO) O i.34(d, J=7.04 Hz, 3H), 2.92-3.11 (m, 4H), 3.86 (q, J= 7.04 Hz, 1H), 6.85 (brs, 1H), 7.13-7.25(m, 4H), 7.36-7.44 (m, 1H), 7.57-87 (m, 2H), 8.37 (5, 1H), 9.63 (5, 1H). LCMS-C: rt4.72 mm; m/z 371 [M+H].

The synthetic route of 1018446-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LIMITED; FOITZIK, Richard Charles; MORROW, Benjamin Joseph; HEMLEY, Catherine Fae; LUNNISS, Gillian Elizabeth; CAMERINO, Michelle Ang; GANAME, Danny; STUPPLE, Paul Anthony; LESSENE, Romina; KERSTEN, Wilhelmus Johannes Antonius; HARVEY, Andrew John; HOLMES, Ian Peter; WO2014/26243; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 1018446-95-1, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1018446-95-1, name is tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

1-(2-(2-(2-(1H-Pyrazol-4-ylamino)-5-chloropyrimidin-4-yI)ethyl)phenyl)cyclopropanecarboxamide (19) A solution of 1-(2-(2-(2,5-dichloropyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide A14 (0.070 g, 0.21 mmol) and teit-butyl 4- amino-i H-pyrazole-1-carboxylate (0.11 g, 0.63 mmol) was stirred in MeOH : water (10:1 ratio, 4 mL) at 70 00 for 2 hours and then at 90 00 for 16 hours. The volatiles were removed in vacuo and the residue was purified by silica gel column chromatography (Combiflash Rf, 0-15% MeOH in DCM) to give the title compound 19 as a light yellow solid (0.015 g, 19%). 1H NMR (300 MHz, d6-DMSO) O 0.93- 1.02(m, 2H), 1.38- 1.49 (m, 2H), 3.04-3.16 (m, 4H), 6.03 (brs, 1H), 6.98 (brs, 1H), 7.18-7.39 (m, 4H), 7.48-7.72 (m, 1H), 7.79-8.00 (m, 1H), 8.37 (5, 1H), 9.62 (5, 1H). LCMS-C: rt 4.92 mm; m/z 383 [M+H].

The chemical industry reduces the impact on the environment during synthesis tert-Butyl 4-amino-1H-pyrazole-1-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LIMITED; FOITZIK, Richard Charles; MORROW, Benjamin Joseph; HEMLEY, Catherine Fae; LUNNISS, Gillian Elizabeth; CAMERINO, Michelle Ang; GANAME, Danny; STUPPLE, Paul Anthony; LESSENE, Romina; KERSTEN, Wilhelmus Johannes Antonius; HARVEY, Andrew John; HOLMES, Ian Peter; WO2014/26243; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1018446-95-1, name is tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1018446-95-1, name: tert-Butyl 4-amino-1H-pyrazole-1-carboxylate

Intermediate 6 (220 mg, 0.67 mmol), triphosgene (66 mg, 0.22 mmol) and dry THF (5 mE) were sequentially added to a 10 mE three-necked flask. Under nitrogen protection, the reaction mixture was cooled to 00 C., and slowly added with DIPEA (173 mg, 1.34 mmol) dropwise. The reaction mixture was stirred for 10 mm. Then Intermediate 9 (240 mg, 1.34 mmol) was quickly added to the reaction mixture. The reaction mixture was stirred at room temperature overnight, concentrated, and purified by reversed phase column chromatography to give Intermediate 10 (95 mg, 32.4% yield) as a white solid. Because of there is TFA in solution, Intermediate 10 is converted to Compound of Formula Ic during lyophilization.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; YIN, JIANMING; (11 pag.)US2019/169163; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 1018446-95-1,Some common heterocyclic compound, 1018446-95-1, name is tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, molecular formula is C8H13N3O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

(C) 1-(2-(2-(2-((1H-Pyrazol-4-yI) amino) -5-methylpyrimidin-4-yI) ethyl)phenyl) cyclopropanecarboxamide (46)A mixture of 1-(2-(2-(2-chloro-5-methylpyrimidin-4-yl)ethyl) phenyl)cyclopropanecarboxam ide A40 (0.147 g, 0.465 mmol), teit-butyl 4- amino-i H-pyrazole-1-carboxylate (0.102 g, 0.559 mmol), 052003 (0.455 g, 1.40 mmol), Xantphos (0.011 g, 0.019 mmol) and Pd(OAc)2 (0.002 g, 0.009 mmol) in 1,4- dioxane (5 mL) was bubbled with N2 for 10 minutes before being heated in themicrowave for 20 minutes at 120 00 The reaction mixture was cooled to room temperature, adsorbed onto silica, and purified by column chromatography (Biotage Isolera, 24 g Si02 cartridge, 20-100% EtOAc in petroleum benzine 40-60 00 then 0- 20% MeOH in EtOAc) to give a white solid. This solid was taken up in DCM and precipitated by the addition of cyclohexane. The suspension was sonicated for 10minutes and the precipitate was isolated by vacuum filtration and washed with Et20 to give the title compound 46 as a white solid (0.021 g, 12%). LCMS-D: rt 2.98 mm; m/z 363 [M+H].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, its application will become more common.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LIMITED; FOITZIK, Richard Charles; MORROW, Benjamin Joseph; HEMLEY, Catherine Fae; LUNNISS, Gillian Elizabeth; CAMERINO, Michelle Ang; GANAME, Danny; STUPPLE, Paul Anthony; LESSENE, Romina; KERSTEN, Wilhelmus Johannes Antonius; HARVEY, Andrew John; HOLMES, Ian Peter; WO2014/26243; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1018446-95-1, name is tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1018446-95-1, Safety of tert-Butyl 4-amino-1H-pyrazole-1-carboxylate

[0607j To a solution of N-(4-(2-chloropyrimidin-4-yl)-2-methylbenzyl)-3 – isopropoxyazetidine-1-carboxamide (220 mg, 0.60 mmol) and tert-butyl 4-amino-1H-pyrazole- 1-carboxylate (132 mg, 0.72 m mol) in dry 1,4-dioxane (8 mL) was added Pd2(dba)3 (55 mg,0.06 mmol), S-phos (49 mg, 0.12 mmol) and Cs2CO3 (390 mg, 1.2 mmol). The mixture was stirred at 120 C for 4 h under N2. After cooling to rt, the mixture was diluted with EtOAc (150 mL) and washed with water (60 mL x 2). The organic phase was dried over Na2SO4, filtered and concentrated in vacuo. The residue was dissolved in 3 N HC1 in MeOH (10 mL) and the resulting mixture was stirred at rt for 1 h. After concentration in vacuo, the residue was purified by prepHPLC (CH3CN/H20 with 0.05% NH4OH as mobile phase) to give N-(4-(2-((1H-pyrazol-4- yl)amino)pyrimidin-4-yl)-2-methylbenzyl)-3 -isopropoxyazetidine- 1 -carboxamide as a white solid (88 mg, yield: 35%). ESI-MS (M+H) : 544.2. ?H NMR (400 MHz, CD3OD) 5: 8.38 (d, J= 4.8 Hz, 1H), 8.05 (s, 1H), 7.91-7.90 (m, 2H), 7.75 (s, 1H), 7.37 (d, J= 8.4 Hz, 1H), 7.16 (d, J5.2 Hz, 1H), 4.42-4.36 (m, 3H), 4.18-4.14 (m, 2H), 3.81-3.78 (m, 2H), 3.67-3.61 (m, 1H), 2.41 (s, 3H), 1.14 (d, J 6.0 Hz, 6H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1018446-95-1, name is tert-Butyl 4-amino-1H-pyrazole-1-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Quality Control of tert-Butyl 4-amino-1H-pyrazole-1-carboxylate

To a stirred mixture of tert-butyl 4-amino-1H-pyrazole-1 -carboxylate (512 mg, 2.795 mmol) and bis(2-bromoethyl) ether (778 mg, 3.354 mmol) in DMF (28 mL) was added DIPEA (1 .46 mL, 8.384 mmol) and the resulting solution was stirred at 90C for 16h.The reaction mixture was diluted with AcOEt, washed twice with water and then with brine, dried over sodium sulphate and concentrated under reduced pressure. The residue was purified on silica gel (DCM/acetone: 100/0 to 80/20) to provide intermediate (20a) (282 mg, 1 .1 13 mmol, 40%) as a light-brown solid. MS m/z ([M+H]+) 254. 1 H NMR (400 MHz, DMSO-d6): (ppm) 1 .55 (s, 9H), 2.93 (dd, J = 5.1 , 4.2 Hz, 4H), 3.69 (dd, J= 5.1 , 4.2 Hz, 4H), 7.62 (d, J= 0.7 Hz, 1 H), 7.74 (d, J= 0.7 Hz, 1 H) .

The synthetic route of 1018446-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MUTABILIS; BARBION, Julien; CARAVANO, Audrey; CHASSET, Sophie; CHEVREUIL, Francis; FAIVRE, Fabien; LEBEL, Remi; LECOINTE, Nicolas; LEDOUSSAL, Benoit; LE-STRAT, Frederic; SIMON, Christophe; OLIVEIRA, Chrystelle; LE FRALLIEC, Geraldine; BRIAS, Julie; FARESCOUR, Laurence; VOMSCHEID, Sophie; RICHARD, Sebastien; (219 pag.)WO2018/60481; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1018446-95-1, name is tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, A new synthetic method of this compound is introduced below., Formula: C8H13N3O2

(C) 2-(2-(2-(2-(1H-Pyrazol-4-ylamino)-5-chloropyrimidin-4-yI)ethyl)phenyl)propanamide (35)A solution of 2-(2-(2-(2,5-dichloropyrimidin-4-yl)ethyl)phenyl)propanamide A30 (0.10 g, 0.31 mmol) and tert-butyl 4-amino-i H-pyrazole-1-carboxylate (0.17 g, 0.93 mmol) was heated in MeOH:water (10:1, 5 mL) at 90 00 for 18 hours. The solvents were removed in vacuo and the crude residue was purified by silica gel columnchromatography (Combiflash Rf, 0-15% MeOH in DCM). The purified fractions were combined, the solvent was removed in vacuo and the solid was sonicated in cyclohexane and filtered. The residue was dried in vacuo to give the title compound 35as a light yellow solid (0.060g, 52%). 1H NMR (300 MHz, d6-DMSO) O i.34(d, J=7.04 Hz, 3H), 2.92-3.11 (m, 4H), 3.86 (q, J= 7.04 Hz, 1H), 6.85 (brs, 1H), 7.13-7.25(m, 4H), 7.36-7.44 (m, 1H), 7.57-87 (m, 2H), 8.37 (5, 1H), 9.63 (5, 1H). LCMS-C: rt4.72 mm; m/z 371 [M+H].

The synthetic route of 1018446-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LIMITED; FOITZIK, Richard Charles; MORROW, Benjamin Joseph; HEMLEY, Catherine Fae; LUNNISS, Gillian Elizabeth; CAMERINO, Michelle Ang; GANAME, Danny; STUPPLE, Paul Anthony; LESSENE, Romina; KERSTEN, Wilhelmus Johannes Antonius; HARVEY, Andrew John; HOLMES, Ian Peter; WO2014/26243; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 1018446-95-1, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1018446-95-1, name is tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

1-(2-(2-(2-(1H-Pyrazol-4-ylamino)-5-chloropyrimidin-4-yI)ethyl)phenyl)cyclopropanecarboxamide (19) A solution of 1-(2-(2-(2,5-dichloropyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide A14 (0.070 g, 0.21 mmol) and teit-butyl 4- amino-i H-pyrazole-1-carboxylate (0.11 g, 0.63 mmol) was stirred in MeOH : water (10:1 ratio, 4 mL) at 70 00 for 2 hours and then at 90 00 for 16 hours. The volatiles were removed in vacuo and the residue was purified by silica gel column chromatography (Combiflash Rf, 0-15% MeOH in DCM) to give the title compound 19 as a light yellow solid (0.015 g, 19%). 1H NMR (300 MHz, d6-DMSO) O 0.93- 1.02(m, 2H), 1.38- 1.49 (m, 2H), 3.04-3.16 (m, 4H), 6.03 (brs, 1H), 6.98 (brs, 1H), 7.18-7.39 (m, 4H), 7.48-7.72 (m, 1H), 7.79-8.00 (m, 1H), 8.37 (5, 1H), 9.62 (5, 1H). LCMS-C: rt 4.92 mm; m/z 383 [M+H].

The chemical industry reduces the impact on the environment during synthesis tert-Butyl 4-amino-1H-pyrazole-1-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LIMITED; FOITZIK, Richard Charles; MORROW, Benjamin Joseph; HEMLEY, Catherine Fae; LUNNISS, Gillian Elizabeth; CAMERINO, Michelle Ang; GANAME, Danny; STUPPLE, Paul Anthony; LESSENE, Romina; KERSTEN, Wilhelmus Johannes Antonius; HARVEY, Andrew John; HOLMES, Ian Peter; WO2014/26243; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1018446-95-1, name is tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, A new synthetic method of this compound is introduced below., SDS of cas: 1018446-95-1

0196-1 tert-Butyl 4-amino-1H-pyrazole-1-carboxylate (25 mg), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (5 mg), cesium carbonate (45 mg), and tris(dibenzylideneacetone)dipalladium(0) (5 mg) were added to a solution of N-(7-bromo-1,5-naphthyridin-2-yl)-5-cyclopentyl-N-((2-(trimethylsilyl)ethoxy)methyl)-1,3,4-thiadiazole-2-amine (40 mg) in 1,4-dioxane (1 mL), followed by stirring at 100 C. for 8 hours in a nitrogen atmosphere. 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene (5 mg) and tris(dibenzylideneacetone)dipalladium(0) (5 mg) were added thereto, followed by stirring at 100 C. for 3 hours in a nitrogen atmosphere. The reaction mixture was cooled to room temperature, and ethyl acetate and water were added thereto. The organic layer was collected by separation, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate, NH silica), thereby obtaining tert-butyl 4-((6-((5-cyclopentyl-1,3,4-thiadiazol-2-yl)((2-(trimethylsilyl)ethoxy)methyl)amino)-1,5-naphthyridin-3-yl)amino)-1H-pyrazole-1-carboxylate (40 mg). MS m/z (M+H): 609.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; TERAO, Takahiro; NAKAGAWA, Daisuke; TANABE, Shintaro; KATO, Takayuki; YAMAMOTO, Masahiko; SEKINE, Shinichiro; MASHIKO, Tomoyuki; INUKI, Shinsuke; UEDA, Satoshi; US2015/322063; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 1018446-95-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1018446-95-1 name is tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a microwave tube was added 4-bromo-2-(2, 6-dichlorophenyl)-lH-imidazo-[4,5- c]-pyridine (0.050 g, 0.15 mmol), tert-butyl-4-amino-lH-pyrazole-l-carboxylate (0.032 g, 0.17 mmol), Pd2(dba)3 (0.013 g, 0.015 mmol), XantPhos (0.017 g, 0.03 mmol), Cs2C03 (0.098 g, 0.03 mmol) and dioxane (1.2 niL). The mixture was degassed with N2 for 1 min. The resulting mixture was irradiated in a microwave reactor at 160 C for 2 housr and then cooled to room temperature. The mixture was filtered with Celite and the filtrate was concentrated by vacuum. The residue was purified by prep-HPLC (Gilson GX 281 , Shim- pack PRC-ODS 250 mm x 20 mm x 2, gradient: CH3CN / 10 mm/L NH4HC03, 17 min) to give the desired product (15 mg, 15% yield). ? NMR(MeOD- 4, 500 MHz): delta 8.09 (s, 1H), 7.90 (d, J = 5.5 Hz, 1H), 7.76 (s, 1H), 7.59 (m, 3H), 6.97 (d, J = 5.5 Hz, 1H). LCMS(ESI) m/z: 345.2 [M+H+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, and friends who are interested can also refer to it.