Day: April 29, 2021

Reference of 3469-69-0, These common heterocyclic compound, 3469-69-0, name is 4-Iodopyrazole, 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.

Under the protection of nitrogen, the 4-iodo -1H-pyrazole (3.88g, 20mmol) dissolved in DMF (50 ml) in, cooling to 0 C, adding NaH (1.66g, 55 . 33mmol, in 80% dispersion in mineral oil), mixture in 0 C stirring 10 minutes, to continue to slowly adding the CH 3 I (2.5 ml, 38 . 76mmol). Reaction solution stirring the mixture at room temperature for 22 hours later, water (100 ml) quenching, and using EtOAc (200 ml) extraction. Organic phase Na 2 SO 4 drying, concentrating under reduced pressure, to obtain the title compound as a buff solid (3.99g, 95.9%).

The synthetic route of 3469-69-0 has been constantly updated, and we look forward to future research findings.

Reference of 1310350-99-2, A common heterocyclic compound, 1310350-99-2, name is 4-Chloro-1-(difluoromethyl)-1H-pyrazole-3-carboxylic acid, molecular formula is C5H3ClF2N2O2, 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.

Example 196 N-(3-((4S,6S)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4,5-difluorophenyl)-4-chloro-1-(difluoromethyl)-1H-pyrazole-3-carboxamide The title compound was synthesized by procedures and steps analogous to those described in Method Z, Example 186 above, but using 4-chloro-1-(difluoromethyl)-1H-pyrazole-3-carboxylic acid (WO201169934). MS m/z=488.1 [M+H]+. Calculated for C17H13ClF7N5O2: 487.76 1H NMR (400 MHz, CHLOROFORM-d) delta=8.57 (br. s., 1H), 8.12-8.04 (m, 1H), 7.93 (s, 1H), 7.31-6.99 (t, 1H), 6.99-6.95 (m, 1H), 4.06 (m, 1H), 2.80 (dd, J=2.2, 13.7 Hz, 1H), 1.92 (t, J=13.1 Hz, 1H), 1.65 (s, 3H)

The synthetic route of 1310350-99-2 has been constantly updated, and we look forward to future research findings.

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. 82560-12-1, name is 3-Amino-5-tert-butylpyrazole, A new synthetic method of this compound is introduced below., Recommanded Product: 82560-12-1

Step j04: 3-Tert-butyl-1 H-pyrazol-5-amine (J-lll) (1 equivalents, 40 g) was dissolved in diluted HCI (120 mL of HCI in 120 mL of water) and mixed dropwise with NaN02 (1 .03 equivalents, 25 g in 100 mL) at 0 – 5 C over a period of 30 min. After stirring for 30 minutes, the reaction mixture was neutralised with Na2C03. A diazonium salt obtained by reaction of KCN (2.4 equivalents, 48 g), water (120 mL) and CuCN (1 .12 equivalents, 31 g) was added dropwise to the reaction mixture within 30 min and the mixture was stirred for a further 30 min at 75 C. After complete reaction, the reaction mixture was extracted with ethyl acetate (3 x 500 mL), the combined organic phases were dried over sodium sulphate and the solvent was removed under vacuum. The purification (silica gel: 100-200 mesh, eluent: 20 % ethyl acetate/n-hexane) of the residue by column chromatography produced a white solid (J-IV) (6.5 g, 15 %).

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.

Synthetic Route of 174891-10-2,Some common heterocyclic compound, 174891-10-2, name is 5-Amino-1H-pyrazole-3-acetic acid, molecular formula is C5H7N3O2, 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.

7-(Benzyloxy)-4-chloroquinazoline (1.0 g, 3.70 mmol) was dissolved in acetic acid (6 mL) and 3-amino-1H-pyrazole-5-acetic acid (0.78 g, 5.56 mmol).The temperature was raised to 100 C for 2.5 hours. The reaction was stopped, the temperature was lowered to room temperature, and after a large amount of solid was precipitated, it was filtered, and the filter cake was rinsed with a small amount of acetic acid (3 mL), and ethyl acetate (10 mL) was rinsed, and dried under vacuum at 60 C under vacuum.A pink solid (1.28 g, 92.09%) was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-1H-pyrazole-3-acetic acid, its application will become more common.

Application of 13808-64-5, A common heterocyclic compound, 13808-64-5, name is 4-Bromo-3-methylpyrazole, molecular formula is C4H5BrN2, 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.

To a suspension of NaH (60%, 2.5 g, 62.9 mmol) in THF (800 mL), was dropwise added 4-bromo-3-methyl-lH-pyrazole (10 g, 62.9 mmol) in 100 ml THF at 0 C. After stirred at the same temperature for 30 min, BnBr (4.4 ml, 62.9 mmol) was added at 0 C. The reaction mixture was stirred at 15 C for 1 h and carefully quenched with ice-water. The resulting mixture was extracted with EtOAc (2×150 mL). The combined organic layers were washed with brine (2x 100 mL), dried over anhydrous Na2S04 and then concentrated. The residue was purified by silica gel chromatography (PE/EtOAc =4/1 to 1/1) to give the title compound (6 g, yield : 60%); m/z (ES+) : 251 [M+H]+.

The synthetic route of 13808-64-5 has been constantly updated, and we look forward to future research findings.

Application of 1280210-79-8, These common heterocyclic compound, 1280210-79-8, name is tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, 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.

Step 2. A solution of tert-butyl 2H,4H,5H,6H-pyrrolo[3,4-c]pyrazole-5- carboxylate (250 mg, 1 . 1 mmol, 1 ,00 equiv) in DCM (5 mL) and TFA (5 mL) was stirred at rt overnight. The reaction mixture was concentrated under vacuum and the residue was redissolved in 20 mL of concentrated HC1 and then concentrated under vacuum again to yield 200 mg of crude 2H,4H,5H,6H-pyrrolo[3 ,4-c]pyrazole hydroch loride as a dark red sol id. LC/MS ( Method C, ESI): RT = 0.46 min, m z = 1 1 0.0 [M+H] .

Statistics shows that tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate is playing an increasingly important role. we look forward to future research findings about 1280210-79-8.

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. 4522-35-4, name is 3-Iodo-1H-pyrazole, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

To a suspension of [3-[(Z)-2-methoxy-1-methoxycarbonyl-vinyloxy]-4-methyl-phenyl]boronic acid (0.28 mmol, 0.075 g), 3-iodo-1 h-pyrazole (1.1 equiv., 0.31 mmol, 0.060 g) and sodium carbonate (1.5 equiv., 0.42 mmol, 0.045 g) in N,N-dimethylacetamide (0.33 mol/L, 0.85 ml_) at room temperature under air, were added copper(ll) acetate (0.25 equiv., 0.070 mmol, 0.013 g) and pyridine (0.50 equiv., 0.141 mmol, 0.01 1 g, 0.012 ml_), and the reaction mixture was heated at 80C overnight. The mixture was diluted with EtOAc and quenched with an aqueous solution of NhUCI (2.5 mol/L). The layers were separated and the aqueous phase was extracted with EtOAc. The combined organic layers were washed with brine, dried with Na2S04, filtered and concentrated in vacuo. The residue was purified by flash chromatography to give methyl (Z)-2-[5-(3-iodopyrazol-1-yl)-2-methyl-phenoxy]-3-methoxy-prop-2- enoate (0.12 mmol, 0.057 g, 44% yield) as a white solid. mp: 156-159C; LCMS (Method H), Rt = 1.69 min, MS: (M+1 ) = 415; NMR (400 MHz, CDCI3) 5 ppm 2.39 (s, 3 H) 3.74 (s, 3 H) 3.92 (s, 3 H) 6.60 (d, 1 H) 7.06 (d, 1 H) 7.14 (dd, 1 H) 7.22 (d, 1 H) 7.38 (s, 1 H) 7.66 (d, 1 H)

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.

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. 92933-47-6, name is 5-Isopropyl-1H-pyrazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Isopropyl-1H-pyrazole-3-carboxylic acid

Step 6 Example 1:(S)-(3-Isopropyl-1H-pyrazol-5-yl)(3-(6-methyl-4-(1-methyl-1H-pyrazol-4-yflpyridin-2-yl)pyrrolidin-1-yI)mcthanone Example 2:(R)-(34sopropyl-1H-pyrazol-5.yl)(3-(6-methyl-4-(1-methyl-1H-pyrazol-4-yi)pyridin-2-yl)pyrroiidin-1-yI)methanone Example 2:(R)-(34sopropyl-1H-pyrazol-5.yl)(3-(6-methyl-4-(1-methyl-1H-pyrazol-4-yi)pyridin-2-yl)pyrroiidin-1-yI)methanoneTo a stirred solution of 3-isopropyl-1H-pyrazole-5-carboxylic acid (133 mg, 0.86 mmol) in DMF (5 mL) was added DIPEA (372 mg, 2.88 mmol) and HATU (395 mg, 1.04 mmol) at room temperature. The mixture was stirred at room temperature for 10 mm, then 2-methyl-4-(1-methyl- lfJ-pyrazol-4-yl)-6-(pyrrolidin-3-yl)pyridine hydrochloride (200 mg, 0.72 mmol) was added and stirred at room temperature for 2 hrs. The mixture was diluted with EtOAc (200 mU, washed withbrine (90 mL x 3), dried over anhydrous Na2SO4, filtered, the filtrate was concentrated to give a residue which was purified by preparative TLC (DCM/ MeOH = 10: 1) to give a mixture of enantiomers (130 mg, 48% yield) as white solid, which was purified by chiral SFC to give two enantiomers Example 1 (with arbitrarily assigned stereochemistry) (44.7 mg, 16% yield) and Example 2 (with arbitrarily assigned stereochemistry) (34.5 mg, 13% yield).Example 1: ?H NMR (400 MHz, CDCI3) 6 7.84 (s, IH), 7,77 – 7.75 (m, 1H), 7.13 – 7.11 (m, 2H),6.50, 6.48 (2s, IH), 4.33 – 4.29 (m, 0.511), 4.22 – 4.14 (m, 1H), 4.03 – 4.92 (m, lH), 3.97 (s, 311),3.78 – 3.70 (m, 0.SH), 3.64 – 3.55 (m, lH), 3.07 – 3.01 (m, IH), 2.55 (s, 3H), 2.40 – 2.25 (m, 2H).1.33- 1.28 (m, 6H). LCMS (ESI) m/z: 378.9 [M+H1, RT 0.673 mm (LCMS method E). Example 2: 1H NMR (400 MHz, CDC13) b 7.84 (s, 111), 7.74 (s, 111), 7.12 – 7.11 (m, 1H), 7.10 (s,1H), 6.50, 6.48 (2s, 111), 4.33 – 4.29 (m, 0.511), 4.21 – 4.11 (m, 111), 4.07 – 3.90 (m, 2H), 4.01 (s,311), 3.78 – 3,71 (m, 0.511), 3.65 – 3.54 (m, IH), 3.09 – 3.00 (m, 111), 2.54 (s, 311), 2.46 – 2.28 (m,2H), 1.33 – 1.28 (m, 6H). LCMS (ESI) mlz: 379.0 [M+Hfb, RI = 0,673 mm (LCMS method E).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 92933-47-6.

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. 402-61-9, name is 5-Methyl-1H-pyrazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C5H6N2O2

Example 17A5-(5-Methyl-1H-pyrazol-3-yl)-3-[4-(trifluoromethoxy)phenyl]-1,2,4-oxadiazole; 23.3 g (0.121 mol) of EDC, 16.4 g (0.121 mol) of HOBt and 26.7 g (0.121 mol) of N’-hydroxy-4-(trifluoromethoxy)benzenecarboximidamide were added successively to a solution of 15.3 g (0.121 mol) of 5-methyl-1H-pyrazole-3-carboxylic acid in 600 ml of anhydrous DMF at RT. The mixture was stirred first at RT for 2 h and then at 140 C. for 5 h. After cooling, the mixture was diluted with 2 litres of water and extracted three times with 1 litre of ethyl acetate each time. The combined organic extracts were washed successively with water and saturated sodium chloride solution. After drying over anhydrous magnesium sulphate, the mixture was filtered and the solvent was removed on a rotary evaporator. The crude product obtained was purified by filtration with suction over a suction filter filled with silica gel (eluent: cyclohexane/ethyl acetate 5:1?1:1). The product fractions were combined and the solvent was removed on a rotary evaporator to such an extent that the product just started to precipitate out. The precipitation was brought to completion at RT. By filtration and further concentration of the mother liquor, two fractions of solid were obtained, which were combined and dried under high vacuum. 19.7 g (52% of theory) of the title compound were obtained in total in this way.1H-NMR (400 MHz, CDCl3, delta/ppm): 10.75 (broad, 1H), 8.24 (d, 2H), 7.34 (d, 2H), 6.81 (s, 1H), 2.46 (s, 3H).HPLC (method A): Rt=4.72 min.MS (DCI, NH3): m/z=311 [M+H]+.LC/MS (method F, ESIpos): Rt=1.27 min, m/z=311 [M+H]+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 402-61-9.

Application of 18213-75-7, 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. 18213-75-7, name is 5-Amino-1-methyl-1H-pyrazole-4-carboxamide belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Diphosgene (50 mmol) was dissolved in 1 ,4-dioxane (150 mL) and 3g (21 mmol) of 3 was added; the reaction mixture was heated to 80 0C and stirred at this temperature for 12 hours, then cooled and concentrated under reduced pressure. The white precipitate was filtered and washed with ether. The yield was 2.1 g, 62 %. 1H NMR DMSO-d6 delta, ppm: 3.80 s (3H), 7.76 s (1 H)1 10.80 s (1H), 12.0 s (1 H).

The synthetic route of 5-Amino-1-methyl-1H-pyrazole-4-carboxamide has been constantly updated, and we look forward to future research findings.