Sources of common compounds: C5H9N3

The synthetic route of 863548-52-1 has been constantly updated, and we look forward to future research findings.

Application of 863548-52-1,Some common heterocyclic compound, 863548-52-1, name is (1-Methyl-1H-pyrazol-5-yl)methanamine, molecular formula is C5H9N3, 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.

1 1 8 Synthesis of Compound 8 (Formula 7^/Example 1; The lithium salt of 3-cyclobutyl-2,3,4,5-tetrahydro-lH-benzo[d]azepine-7-carboxyhc acid (7)( 0.502g, 2mmol) was stirred in thionyl chloride (7.3OmL, lOOmmol) for 60 minutes and then concentrated in vacuo and azeotroped with toluene to give the acid chloride as a brown solid This material was suspended in dichloromethane (1OmL) and to this was added C-(2-methyl-2H-pyrazol-3-yl)-methylamine (0 22g, 2mmol) and triethylamine (0.28mL, 8mmol) and the reaction stirred for 18 hours. The reaction mixture was concentrated in vacuo and loaded onto an SCX-2 cartridge (2Og) eluting firstly with methanol (1OmL x3) and then 2M ammonia/methanol. Fractions corresponding to the product were combined and concentrated in vacuo and then purified by silica chromatography using methanol/dichloromethane mixtures with added ammonia to give 3-cyclobutyl-N-(( 1 -methyl- 1 H-pyrazol-5-yl)methyl)-2,3 ,4,5-tetrahydro- 1 H-benzo[d]azepine-7- carboxamide (8) in 0.9mmol.1H NMR (400 MHz, DMSO-Cl6): delta 8.80 – 8.91 (m, IH), 7.57 – 7.66 (m, 2H), 7.26 – 7.33 (m, IH), 7.16 – 7.23 (m, IH), 6.11 – 6.18 (m, IH), 4.45 – 4.53 (m, 2H), 3.81 (s, 3H), 2.81 – 2.94 (m, 4H), 2.69 – 2.80 (m, IH), 2.34 (br. s., 4H), 1.95 – 2.06 (m, 2H), 1.71 – 1.84 (m, 2H), 1.49 – 1.65 (m, 2H)

The synthetic route of 863548-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED.; POONI, Parminder, Kaur; MERCHANT, Kevin, John; KERR, Catrina; CROSBY, Stuart, Richard; OKAWA, Tomohiro; SASAKI, Mitsuru; GOTOU, Mika; SHOWELL, Graham, Andrew; TEALL, Martin, Richard; WO2010/7382; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

A new synthetic route of (1-Methyl-1H-pyrazol-5-yl)methanamine

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.

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. 863548-52-1, name is (1-Methyl-1H-pyrazol-5-yl)methanamine, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

Step a. To a mixture of tert-butyl 2-chloro-4-(3-(2-oxopyrrolidin-l-yl)phenyl)-5,7-dihydro-6H- pyrrolo[3,4-d]pyrimidine-6-carboxylate (prepared as in step a of Example 289, 0.450 g, 1.086 mmol) and l-methyl-lH-pyrazol-5-yl)methylamine (CAS Number 863548-52-1; 0.180 g, 1.629 mmol) in 1,4-dioxane (100 ml) was added K2C03 (0.450 g, 3.258 mmol) at rt. The reaction mixture was degassed for 10 min before addition of Pd2(dba)3 (0.099 g, 0.108 mmol) and Xanthphos (0.062 g, 0.108 mmol). The reaction mixture was heated at 90C for 16 h. The resulting mixture was cooled to rt, poured into water (20 ml) and extracted with EtOAc (3 x 30 ml). The combined organic phase was dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (3.2% MeOH in DCM) yielding tert-butyl 2-(((l-methyl-lH-pyrazol-5- yl)memyl)amino)-4-(3-(2-oxopyrrolidin-l-yl)phenyl)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6- carboxylate (0.250 g, 0.511 mmol). LCMS: Method A, 1.858 min, MS: ES+ 490.41.

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; MISSION THERAPEUTICS LIMITED; GIBSON, Karl Richard; JONES, Alison; KEMP, Mark Ian; MADIN, Andrew; STOCKLEY, Martin Lee; WHITLOCK, Gavin Alistair; WOODROW, Michael D; (241 pag.)WO2017/158388; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Continuously updated synthesis method about (1-Methyl-1H-pyrazol-5-yl)methanamine

According to the analysis of related databases, 863548-52-1, the application of this compound in the production field has become more and more popular.

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. 863548-52-1, name is (1-Methyl-1H-pyrazol-5-yl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of (1-Methyl-1H-pyrazol-5-yl)methanamine

General procedure: N,N-Diisopropylethylamine (3.0-4.0 eq) was added to 8-methoxyquinoline-3-carboxylic acid (1.0 eq) in solvent (dichloromethane, tetrahydrofuran,or N,N-dimethylformamide, 0.05 to 0.2 M) at room temperature. Then, 1-((dimethylamino)(dimethyliminio)methyl)-1H-[1,2,3]triazolo[4,5-b]pyridine 3-oxide hexafluorophosphate(V)(1.0-1.5 eq) was added and the reaction mixture was stirred for five minutes. Then, amine (1.0 – 2.0 eq) was added and the reaction mixture was stirred for one to sixteen hours. 10% Aqueous citric acid was added and the reaction mixture was extracted with dichloromethane, washed with saturated sodium bicarbonate, dried over magnesium sulfate, filtered,and concentrated. The resulting residue was purified by RP HPLC or silica gel chromatography to give the quinoline-3-carboxamide (1%-95% yield).

According to the analysis of related databases, 863548-52-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Deaton, David N.; Do, Young; Holt, Jason; Jeune, Michael R.; Kramer, H. Fritz; Larkin, Andrew L.; Orband-Miller, Lisa A.; Peckham, Gregory E.; Poole, Chuck; Price, Daniel J.; Schaller, Lee T.; Shen, Ying; Shewchuk, Lisa M.; Stewart, Eugene L.; Stuart, J. Darren; Thomson, Stephen A.; Ward, Paris; Wilson, Joseph W.; Xu, Tianshun; Guss, Jeffrey H.; Musetti, Caterina; Rendina, Alan R.; Affleck, Karen; Anders, David; Hancock, Ashley P.; Hobbs, Heather; Hodgson, Simon T.; Hutchinson, Jonathan; Leveridge, Melanie V.; Nicholls, Harry; Smith, Ian E.D.; Somers, Don O.; Sneddon, Helen F.; Uddin, Sorif; Cleasby, Anne; Mortenson, Paul N.; Richardson, Caroline; Saxty, Gordon; Bioorganic and Medicinal Chemistry; vol. 27; 8; (2019); p. 1456 – 1478;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Sources of common compounds: 863548-52-1

The synthetic route of (1-Methyl-1H-pyrazol-5-yl)methanamine has been constantly updated, and we look forward to future research findings.

Application of 863548-52-1, 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. 863548-52-1, name is (1-Methyl-1H-pyrazol-5-yl)methanamine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of C-(2-methyl-2H-pyrazol-3-yl)-methylamine (78 mg, 0.7 mmol) in dioxane (30 mL) was added 4-phenoxycarbonylamino-benzoic acid ethyl ester (200 mg, 0.7 mmol) and TEA (213 mg, 2.1 mmol). After stirred at 90 C overnight, the reaction mixture was concentrated in vacuum. The residue was purified by pre-HPLC to afford ethyl 4-(3-((1-methyl-1H-pyrazol-5- yl)methyl)ureido)benzoate (45 mg, 21%) as a white solid. ?H NIVIR (400 IVIHz, CD3OD): oe = 7.91 (d, J= 8.8 Hz, 2H), 7.49 (d, J= 8.4 Hz, 2H), 7.36 (d, J= 1.6 Hz, 1H), 6.24 (d, J= 1.6 Hz, 1H), 4.47 (s, 2H), 4.32 (q, J= 7.2 Hz, 2H), 3.87 (s, 3H), 1.37 (t, J= 7.2 Hz, 3H). MS: m/z 303.0 (M+H).

The synthetic route of (1-Methyl-1H-pyrazol-5-yl)methanamine has been constantly updated, and we look forward to future research findings.

Analyzing the synthesis route of 863548-52-1

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.

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. 863548-52-1, name is (1-Methyl-1H-pyrazol-5-yl)methanamine, A new synthetic method of this compound is introduced below., SDS of cas: 863548-52-1

General procedure: To a solutionof the corresponding aldehyde (1.2 eq.; unless stated otherwise) in DMF (2 inL per 0.3 mmol of aldehyde; unless stated otherwise) was added the corresponding amine (2.5 eq.; unless stated otherwise) and the resulting solution was stirred at 25 C to form the corresponding inline. Then, the corresponding isocyano(tosyl)methyl)arene reagent (1 eq.; unless stated otherwise) and K2CO3 (1.5 eq.; unless stated otherwise*) were added and the reaction mixture was stirred at 25 C (unless stated otherwise). The reaction was stopped after the time indicated for each particular reaction. The reaction progress was monitored by TLC. (0083) A saturated aqueous solution of NH4CI (10 mL per 1 mmol of aldehyde) was added to the reaction mixture, which was then extracted with EtOAc (2 x 30 mL per 1 mmol of aldehyde). The combined organic extracts were washed with H2O (2 x 25 mL per 1 mmol of aldehyde), dried over MgSCC, filtered, and the solvent was evaporated in vacuo to provide the crude product. The residue obtained after the workup was purified using column chromatography or preparative TLC (unless stated otherwise). (0084) * note: in cases when the amine was used as HC1 salt, 4 eq. of K2CO3 were used

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.

A new synthetic route of 863548-52-1

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, (1-Methyl-1H-pyrazol-5-yl)methanamine, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 863548-52-1, name is (1-Methyl-1H-pyrazol-5-yl)methanamine, 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 863548-52-1, COA of Formula: C5H9N3

Synthesis of tert-butyl ((1-methyl-1H-pyrazol-5-yl) methyl)carbamate (2) To a solution of (1-methyl-1H-pyrazol-5-yl)methanamine (1, 0.5 g, 4.5 mmol) in dichloromethane (10 mL) and triethylamine (0.627 ml, 4.5 mmol) at 0 C., di-tert-butyl dicarbonate (0.982 g, 4.5 mmol) was added dropwise and reaction mixture stirred at room temperature for 2 h. The reaction mixture was concentrated and crude obtained was purified by combi-flash (4 g, RediSep column) using 30% ethyl acetate in hexane as a eluent. The combined pure fractions were concentrated to afford tert-butyl ((1-methyl-1H-pyrazol-5-yl) methyl)carbamate (2) as a colourless liquid. Yield: 0.61 g, 67%; MS (ESI) m/z 212.31[M+1]+.

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, (1-Methyl-1H-pyrazol-5-yl)methanamine, other downstream synthetic routes, hurry up and to see.

A new synthetic route of 863548-52-1

The synthetic route of (1-Methyl-1H-pyrazol-5-yl)methanamine has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 863548-52-1, name is (1-Methyl-1H-pyrazol-5-yl)methanamine, its 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. Quality Control of (1-Methyl-1H-pyrazol-5-yl)methanamine

Example 241 Rac-4-((4bS,5R,6S,7S,7aR)-4b,5-dihydroxy-4-methoxy-6-((((1-methyl-1H-pyrazol-5-yl)methyl)amino)methyl)-7-phenyl-4b,5,6,7-tetrahydro-7aH-cyclopenta[4,5]furo[2,3-c]pyridin-7a-yl)benzonitrile (Cpd. No. 241F) (1493) Synthesis of rac-(4bS,5R,6R,7S,7aR)-7a-(4-bromophenyl)-4b,5-dihydroxy-4-methoxy-N-((1-methyl-1H-pyrazol-5-yl)methyl)-7-phenyl-4b,6,7,7a-tetrahydro-5H-cyclopenta[4,5]furo[2,3-c]pyridine-6-carboxamide. (Cpd. No. 241F) (1494) To the solution of rac-(4bS,5R,6R,7S,7aR)-7a-(4-bromophenyl)-4b,5-dihydroxy-4-methoxy-7-phenyl-4b,6,7,7a-tetrahydro-5H-cyclopenta[4,5]furo[2,3-c]pyridine-6-carboxylic acid (1, 1.00 g, 2.01 mmol) in N,N-dimethylformamide (5 mL) at 0 C., HATU (1.14 g, 3.01 mmol) and N,N-diisopropylethylamine (1.04 ml, 6.02 mmol) were added and the mixture was stirred for 5 min. (1-methyl-1H-pyrazol-5-yl)methanamine (2, 0.27 ml, 3.01 mmol) was added at the same temperature and the reaction was stirred for 16 h at room temperature. After completion, the reaction mixture was diluted with dichloromethane and washed with cold water. The organic layer was separated and dried over anhydrous sodium sulphate, filtered and concentrated to give crude product. The crude product was purified by silica gel (100-200 mesh size) column chromatography using 0-3% methanol in dichloromethane as eluent. The desired fractions were concentrated to afford rac-(4bS,5R,6R,7S,7aR)-7a-(4-bromophenyl)-4b,5-dihydroxy-4-methoxy-N-((1-methyl-1H-pyrazol-5-yl)methyl)-7-phenyl-4b,6,7,7a-tetrahydro-5H-cyclopenta[4,5]furo[2,3-c]pyridine-6-carboxamide (Cpd. No. 241F) as white solid. Yield: 0.85 g, 83%; MS (ESI) m/z 591.41[M+1]+. 1H NMR (400 MHz, DMSO-d6); 1H NMR (400 MHz, DMSO-d6) 8.62 (t, J=5.2 Hz, 1H), 8.27 (s, 1H), 8.11 (s, 1H), 7.24 (d, J=9.0 Hz, 3H), 7.10-7.04 (m, 4H), 7.01-6.96 (m, 3H), 6.06 (s, 1H), 5.86 (s, 1H), 5.27 (bs, 1H), 4.63 (d, J=4.4 Hz, 1H), 4.40 (d, J=14.0 Hz, 1H), 4.35-4.21 (m, 2H), 3.97 (d, J=4.6 Hz, 1H), 3.91 (s, 3H), 3.61 (s, 3H).

The synthetic route of (1-Methyl-1H-pyrazol-5-yl)methanamine has been constantly updated, and we look forward to future research findings.