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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1739592Generated: October 31, 2026

Methanol → 3-methoxy-4-[5-(4,4,4-trifluoro-2-methyl-butylcarbamoyl)-1H-indol-3-ylmethyl]-benzoic acid

https://huagongshe.com/reaction/1739592

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant3-methoxy-4-[5-(4,4,4-trifluoro-2-methyl-butylcarbamoyl)-1H-indol-3-ylmethyl]-benzoic acid methylesterHCID 53824578—
SolventWaterHCID 962—
Product3-methoxy-4-[5-(4,4,4-trifluoro-2-methyl-butylcarbamoyl)-1H-indol-3-ylmethyl]-benzoic acidHCID 5407693299.5%

Reaction Steps

To a solution of 3-methoxy-4-[5-(4,4,4-trifluoro-2-methyl-butylcarbamoyl)-1H-indol-3-ylmethyl]-benzoic acid methylester (1.80 grams, 3.90 mmol) in 2:2:1 methanol:tetrahydrofuran:water (30 mL) was added lithium hydroxide monohydrate (0.82 grams, 19.50 mmol). The resulting solution was stirred, at room temperature, for 48 hours then concentrated in vacuo. The resulting crude product was treated with 1 M hydrochloric acid (aq), and the resulting precipitate was collected via filtration to vie 3-methoxy-4-[5-(4,4,4-trifluoro-2-methyl-butylcarbamoyl)-1H-indol-3-ylmethyl]-benzoic acid (1.74 grams, 99% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05965745
Source datasetuspto-grants-1999_10
ORD IDord-5c6f55c5416245228c4a77b25a6ac0cb
Source noteuspto-grants-1999_10