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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406523Generated: October 31, 2026

Ammonia → HCID 86700788, compound

https://huagongshe.com/reaction/2406523

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantHydrochloric AcidHCID 313—
Reactant{(S)-6-[(R)-4-bromo-7-fluoro-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl esterHCID 86697103—
ReactantHCID 178419772HCID 178419772—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86700788HCID 86700788—

Reaction Conditions

Temperature60 °C

Reaction Steps

The title compound is prepared from {(S)-6-[(R)-4-bromo-7-fluoro-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester (84 mg), benzylzinc bromide (0.5 mol/L in tetrahydrofuran, 1.2 ml) and tetrakis(triphenylphosphine)palladium (23 mg). Degassed tetrahydrofuran (1 mL) is added under Ar atmosphere, and the mixture is heated to 60° C. and shaken at this temperature overnight. The reaction mixture is acidified with 4 N aqueous hydrochloric acid (1 mL) and then neutralized with saturated aqueous ammonia solution. The organic phase is separated, diluted with N,N-dimethylformamide (1 mL), and purified by HPLC on reversed phase (MeCN/water) to give the title compound. LC (method 6): tR=1.19 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809376B2
Source datasetuspto-grants-2014_08
ORD IDord-294bf86bab2142e9bf5e54d50ecb3464
Source noteuspto-grants-2014_08