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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048058Generated: October 26, 2026

Water → 7-(4-((2-phenylcyclopropyl)carbamoyl)phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylic acid

https://huagongshe.com/reaction/1048058

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantmethyl 7-(4-((2-phenylcyclopropyl)carbamoyl)phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylateHCID 67080429—
CatalystTrifluoroacetic acidHCID 6422—
SolventTetrahydrofuranHCID 8028—
Product7-(4-((2-phenylcyclopropyl)carbamoyl)phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylic acidHCID 6708016730.6%

Reaction Steps

Methyl 7-(4-((2-phenylcyclopropyl)carbamoyl)phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylate (25.9 mg, 0.0553 mmol) was dissolved in THF (1.5 ml) and 1M LiOH-monohydrate solution in water (0.111 ml, 0.111 mmol) was added. The mixture was stirred for 17 hours at ambient temperature. A few drops of trifluoroacetic acid were added to the mixture and the mixture was purified on silica gel (MeOH in dichloromethane gradient with 1% acetic acid) to provide 7.7 mg of the title compound as a thin film (30%). MS (apci) m/z=453.0 (M−H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569522B2
Source datasetuspto-grants-2013_10
ORD IDord-e90d073685c74a069cfcd5f2ccd7f991
Source noteuspto-grants-2013_10