Hydrochloric Acid → 1-(2-Methyl-cyclopentyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid

HRID 1750247Notes

Reaction equation

HRID 1750247 reaction equation
C[O:2][C:3](=[O:26])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH:11]2[CH2:15][CH2:14][CH2:13][CH:12]2[CH3:16])=[C:6]([NH:17][C:18](=O)[CH2:19][C:20]2[S:21][CH:22]=[CH:23][CH:24]=2)[CH:5]=1.Cl>O1CCOCC1>[CH3:16][CH:12]1[CH2:13][CH2:14][CH2:15][CH:11]1[N:10]1[C:7]2[CH:8]=[CH:9][C:4]([C:3]([OH:2])=[O:26])=[CH:5][C:6]=2[N:17]=[C:18]1[CH2:19][C:20]1[S:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 867144534-(2-Methyl-cyclopentylamino)-3-(2-thiophen-2-yl-acetylamino)-benzoic acid methyl ester

Product 1

HCID 867144541-(2-Methyl-cyclopentyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acidYield 121.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.88 g 4-(2-Methyl-cyclopentylamino)-3-(2-thiophen-2-yl-acetylamino)-benzoic acid methyl ester were reacted with 10 ml of 4M hydrochloric acid in dioxane at 110° C. in a microwave reactor for 30 min. The reaction was concentrated and 0.98 g (99%) of 1-(2-Methyl-cyclopentyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid were obtained.

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-4ba59956c7e24985abaec511265a3e0f
Source dataset
uspto-grants-2015_10
Patent number
US09156796B2

Reaction notes

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