Category: 796729-03-8

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. 796729-03-8, name is 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid, A new synthetic method of this compound is introduced below., Quality Control of 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid

Example 133N-((ls,4s)-4-(5-fluoro-2-(4′-(3-(piperazin-l-yl)propyl)biphenyl-3- yloxy)nicotinamido)cyclohexyl)-5,6-dihydro-4H-pyrrolo[l,2-b]pyrazole-2-carboxamide To a solution of tert-butyl 4-(3-(3′-(3-((ls,4s)-4-aminocyclohexylcarbamoyl)-5-fluoropyridin- 2-yloxy)biphenyl-4-yl)propyl)piperazine-l-carboxylate (150 mg, 0.24 mmol) in acetonitrile (2 mL) was added 5,6-dihydro-4H-pyrrolo[l,2-b]pyrazole-2-carboxylic acid (36.1 mg, 0.24 mmol) and triethylamine (0.331 mL, 2.37 mmol). 1-Propanephosphonic acid cyclic anhydride, 1.57M solution in THF (0.159 mL, 0.25 mmol) was then added and the mixture stirred at RT for 1 h. The mixture was poured into sat NaHCO3 (aq) and the organics extracted into EtOAc (x2). The extractions were combined, dried (MgSO4) and evaporated to give a residue. This was dissolved in DCM (2mL) to which TFA (2mL) was added and the mixture stirred at RT for 20 min. The solvents were removed in vacuo and the residue dissolved in methanol and purified using reverse phase preparative chromatography using eluent = TFA(aq)/MeOH. The appropriate fractions were combined and evaporated to give a residue which on trituration with ether gave a solid. The solid was dried overnight under vacuum at 400C to give the title compound. Yield: 48 mg1H NMR (400 MHz, CD3OD) 5 8.45 (d, J= 7.2 Hz, IH), 8.11 (d, J= 3.1 Hz, IH), 8.05 (dd, J = 7.9, 3.1 Hz, IH), 7.51 (d, J= 8.2 Hz, 2H), 7.47 (d, J= 5.1 Hz, 2H), 7.40 – 7.39 (m, IH), 7.24 (d, J= 8.2 Hz, 2H), 7.15 – 7.12 (m, IH), 6.39 (s, IH), 4.14 – 4.07 (m, IH), 4.03 (t, J= 7.3 Hz, 2H), 3.99 – 3.92 (m, IH), 3.41 (t, J= 5.1 Hz, 4H), 3.24 – 3.19 (m, 4H), 2.95 – 2.90 (m, 2H), 2.87 (t, J= 7.3 Hz, 2H), 2.71 (t, J= 7.4 Hz, 2H), 2.61 – 2.53 (m, 2H), 2.04 – 1.95 (m, 2H), 1.87 – 1.77 (m, 6H), 1.73 – 1.64 (m, 2H). MS: [M+H]+=666 (calc=666) (MultiMode+)

The synthetic route of 796729-03-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); 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. 796729-03-8, name is 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid, A new synthetic method of this compound is introduced below., Safety of 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid

Add 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid (1.60 g, 10.5 mmol) and 30 mL of 1,4-dioxane, benzyl alcohol to a 50 mL vial (1.64 mL, 15.8 mmol), DIPEA (3.5 mL, 21.0 mmol),And DPPA (4.35g, 15.8mmol), reacted at 105 C for 3h, the reaction was completed by TLC, directly spin-drying silica gel column chromatography, eluting with PE / EA = 2 / 1 to obtain 0.35g white solid, yield 13 %,

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; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Lin Xinglong; Xie Hongming; Hu Yangxiao; Li Shiguang; Zhang Yingjun; Tan Yumei; Yuan Mingyun; (124 pag.)CN108948019; (2018); A;,
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. 796729-03-8, name is 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8N2O2

Step (c) N-((ls,4s)-4-(2-(3′-(3-((3S,5R)-3,5-Dimethylpiperazin-l-yl)propyl)biphenyl-3- yloxy)-5-fluoronicotinamido)cyclohexyl)-5,6-dihydro-4H-pyrrolo[l,2-b]pyrazole-2- carboxamideTo a stirred solution of N-((ls,4s)-4-aminocyclohexyl)-2-(3′-(3-((3S,5R)-3,5- dimethylpiperazin- 1 -yl)propyl)biphenyl-3-yloxy)-5-fluoronicotinamide hydrochloride (0.180 g, 0.28 mmol) in acetonitrile (2 mL) was added 5,6-dihydro-4H-pyrrolo[l,2-b]pyrazole-2- carboxylic acid (0.052 g, 0.34 mmol) and triethylamine (0.397 mL, 2.85 mmol). The reaction mixture was stirred at RT for 10 min. 1-Propanephosphonic acid cyclic anhydride, 1.57M solution in THF (0.228 mL, 0.34 mmol) was added and the reaction mixture was stirred at RT under nitrogen for 2 h then concentrated to give crude product. The crude product was purified by preparative HPLC on a Waters X-Bridge column using a 70-20% gradient of aqueous 0.2% TFA in methanol as eluent. The fractions containing the desired compound were evaporated to dryness to afford the title compound as a white solid. Yield: 14 mg 1H NMR (400 MHz, CD3OD) delta 8.05 (s, IH), 8.01 (d, J= 8.3 Hz, IH), 7.42 (s, 2H), 7.38 – 7.32 (m, 3H), 7.27 – 7.23 (m, IH), 7.16 – 7.06 (m, 2H), 6.30 (s, IH), 4.08 – 4.02 (m, IH), 3.95 – 3.91 (m, 2H), 3.88 – 3.69 (m, 3H), 3.06 – 2.94 (m, 2H), 2.80 – 2.75 (m, 2H), 2.69 – 2.58 (m, 2H), 2.54 – 2.44 (m, 2H), 2.10 – 1.95 (m, 2H), 1.84 – 1.65 (m, 6H), 1.64 – 1.52 (m, 4H), 1.40 – 1.25 (m, 6H), 0.97 – 0.90 (m, IH). [M+H]+=694 (calc=694) (MultiMode+)

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 796729-03-8, 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. 796729-03-8 name is 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid, 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.

Step (e) ((ls,4s)-4-(2-(4′-(3-((3S,5R)-3,5-dimethylpiperazin-l-yl)propyl)biphenyl-3- yloxy)-5-fluoronicotinamido)cyclohexyl)-5,6-dihydro-4H-pyrrolo[l,2-b]pyrazole-2- carboxamideTo a suspension of N-((ls,4s)-4-aminocyclohexyl)-2-(4′-(3-((3S,5R)-3,5-dimethylpiperazin-l- yl)propyl)biphenyl-3-yloxy)-5-fluoronicotinamide (150 mg, 0.24 mmol) in acetonitrile (4 mL) was added 5,6-dihydro-4H-pyrrolo[l,2-b]pyrazole-2-carboxylic acid (36.1 mg, 0.24 mmol) and triethylamine (0.330 niL, 2.37 mmol). 1-Propanephosphonic acid cyclic anhydride, 1.57M solution in THF (0.159 mL, 0.25 mmol) was then added and the mixture stirred at RT for 2 hours. The mixture was evaporated to dryness and the residue dissolved in DCM (100 ml) and washed with saturated NaHCO3 (aq), brine, dried (MgSO4) and evaporated to give a foam. This was purified by HPLC to give the title compound as a white solid. Yield: 95 mg1H NMR (400 MHz, CD3OD) delta 8.45 (d, J = 7.4 Hz, IH), 8.12 (d, J = 3.1 Hz, IH), 8.08 – 8.04 (m, IH), 7.52 (d, J = 8.2 Hz, 2H), 7.48 – 7.45 (m, 2H), 7.40 – 7.37 (m, IH), 7.25 (d, J = 8.2 Hz, 2H), 7.17 – 7.11 (m, IH), 6.39 (s, IH), 4.15 – 4.07 (m, IH), 4.04 (t, J = 7.3 Hz, 2H), 3.98 – 3.91 (m, IH), 3.58 – 3.47 (m, 4H), 2.94 – 2.83 (m, 4H), 2.71 (t, J = 7.1 Hz, 2H), 2.64 – 2.52 (m, 4H), 2.06 – 1.93 (m, 2H), 1.89 – 1.76 (m, 6H), 1.74 – 1.63 (m, 2H), 1.33 (d, J = 6.2 Hz, 6H). MS: [M+H]+=694 (calc=694) (MultiMode+)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid, and friends who are interested can also refer to it.