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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1193266Generated: November 1, 2026

2-Chlorobenzoyl chloride → HCID 59505264, compound

https://huagongshe.com/reaction/1193266

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chlorobenzoyl chlorideHCID 69110—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl (1R)-1-aminoindane-5-carboxylate hydrochlorideHCID 67546135—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
SolventAmmonium ChlorideHCID 25517—
ProductHCID 59505264HCID 5950526474%

Reaction Steps

(R)-Methyl 1-amino-2,3-dihydro-1H-indene-5-carboxylate hydrochloride (A-02) (0.661 mmol, 1 eq) was dissolved in dichloromethane and DIPEA (2.5 eq) under a protecting gas atmosphere, and 2-chlorobenzoic acid chloride (1 eq) was added at 0° C. The reaction mixture was stirred for 2 h at RT. Then the reaction mixture was diluted with 10% ammonium chloride solution and ethyl acetate, and the phases were separated. The organic phase was washed with sat. NaCl solution, dried over magnesium sulfate and concentrated. The crude product was purified by column chromatography (silica gel, cyclohexane:ethyl acetate 2:1) to yield (R)-methyl 1-(2-chlorobenzamido)-2,3-dihydro-1H-indene-5-carboxylate (B-02). Yield: 74%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680159B2
Source datasetuspto-grants-2014_03
ORD IDord-3e3549bb49a64e75a071f6ab72a00bf6
Source noteuspto-grants-2014_03