1-(4-Pyrazol-1-ylmethyl-benzyl)-1H-imidazole-4-carboxylic acid methyl ester → 1-(4-Pyrazol-1-ylmethyl-benzyl)-1H-imidazole-4-carboxylic acid

HRID 928367Notes

Reaction equation

HRID 928367 reaction equation
C[O:2][C:3]([C:5]1[N:6]=[CH:7][N:8]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([CH2:17][N:18]3[CH:22]=[CH:21][CH:20]=[N:19]3)=[CH:13][CH:12]=2)[CH:9]=1)=[O:4]>CO.O>[N:18]1([CH2:17][C:14]2[CH:15]=[CH:16][C:11]([CH2:10][N:8]3[CH:9]=[C:5]([C:3]([OH:4])=[O:2])[N:6]=[CH:7]3)=[CH:12][CH:13]=2)[CH:22]=[CH:21][CH:20]=[N:19]1

Participants

4

Reactant 1

HCID 580813081-(4-Pyrazol-1-ylmethyl-benzyl)-1H-imidazole-4-carboxylic acid methyl ester

Product 1

HCID 580812291-(4-Pyrazol-1-ylmethyl-benzyl)-1H-imidazole-4-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of 1-(4-Pyrazol-1-ylmethyl-benzyl)-1H-imidazole-4-carboxylic acid methyl ester (730 mg, 2.5 mmol) and lithiumhydroxyde-hydrate (210 mg, 4.9 mmol) in 10 mL MeOH and 5 mL water was stirred at room temperature for 3 h. The mixture was evaporated in vacuo, the residue was acidified with 1 N aq. HCl and lyophilised to yield the crude product which was used in the next step without further purification. LCMS (method A) RtA=0.412 min; [M+H]+=283.0.

Workup

  1. customThe mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-f06ef85e09254c5a8b01b5b53d188bb0
Source dataset
uspto-grants-2016_03
Patent number
US09290485B2

Reaction notes

Loading…