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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750233Generated: October 27, 2026

Methanol → 1-((1R,2R)-2-Methyl-cyclohexyl)-2-thiazol-5-ylmethyl-1H-benzoimidazole-5-carboxylic acid

https://huagongshe.com/reaction/1750233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
Reactant4-((1R,2R)-2-Methyl-cyclohexylamino)-3-(2-thiazol-5-yl-acetylamino)-benzoic acid methyl esterHCID 86714439—
SolventTetrahydrofuranHCID 8028—
Product1-((1R,2R)-2-Methyl-cyclohexyl)-2-thiazol-5-ylmethyl-1H-benzoimidazole-5-carboxylic acidHCID 8671444199.7%

Reaction Steps

0.35 g 4-((1R,2R)-2-Methyl-cyclohexylamino)-3-(2-thiazol-5-yl-acetylamino)-benzoic acid methyl ester was dissolved in 6 ml of THF and 3 ml of methanol and 7 ml of 2 M aqueous sodium hydroxide solution were added at rt for 4 h. The reaction was concentrated and the pH was adjusted to 5 by addition of 2 M aqueous hydrochloric acid, and the mixture was extracted with ethyl acetate twice. The combined organic layers were dried over sodium sulphate and concentrated to afford 0.32 g (95%) of 1-((1R,2R)-2-Methyl-cyclohexyl)-2-thiazol-5-ylmethyl-1H-benzoimidazole-5-carboxylic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156796B2
Source datasetuspto-grants-2015_10
ORD IDord-cd3df0e5be9b4ca2bfa36f98cd22cc35
Source noteuspto-grants-2015_10