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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510611Generated: October 26, 2026

Methanol → 7-(4-((2,3-dihydro-1H-inden-2-yl)carbamoyl) phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylic acid

https://huagongshe.com/reaction/510611

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 7-(4-((2,3-dihydro-1H-inden-2-yl)carbamoyl)phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylateHCID 67080302—
SolventHydrochloric AcidHCID 313—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product7-(4-((2,3-dihydro-1H-inden-2-yl)carbamoyl) phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylic acidHCID 4459910386%

Reaction Steps

Methyl 7-(4-((2,3-dihydro-1H-inden-2-yl)carbamoyl)phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylate (12 mg, 0.026 mmol) was diluted with THF (500 μL) followed by the addition of NaOH (1.0 mg, 0.026 mmol), water (200 μL) and methanol (200 μL). After stirring for 2 hours, the reaction was diluted with 2N HCl and ethyl acetate. The layers were separated and the organic layer was dried over MgSO4, filtered and concentrated to yield the title compound (10 mg, 86% yield). 1H NMR (400 MHz, CD3OD) δ 7.90 (d, 2H), 7.64 (s, 1H), 7.15-7.22 (m, 4H), 7.15 (d, 2H), 6.41 (s, 1H) 4.20-4.35 (m, 3H), 3.82 (bt, 1H), 3.3-3.4 (m, 2H), 2.95-3.05 (m, 2H), 2.35-2.40 (m, 1H), 2.10-2.15 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096567B2
Source datasetuspto-grants-2015_08
ORD IDord-8765babc78064daaa3cdf2619b5a39e5
Source noteuspto-grants-2015_08