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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1058681Generated: November 2, 2026

Boron Trichloride → 4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carboxylic acid

https://huagongshe.com/reaction/1058681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron TrichlorideHCID 25135—
Reactantmethyl 4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carboxylateHCID 11383413—
SolventDichloromethaneHCID 6344—
Product4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carboxylic acidHCID 986395368.8%

Reaction Steps

A suspension of the product from Example 10A (1.90 g, 5.0 mmol) in methylene chloride (10 mL) at 5° C. under nitrogen was treated with 1M boron trichloride in methylene chloride (40 mL), stirred overnight, quenched in ice water (100 mL) and ethyl acetate (30 mL), and the aqueous drained off. The suspension of the product in ethyl acetate was filtered, the filter cake was washed with ethyl acetate and dried to provide 1.26 g of the title compound as an orange-pink solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06518279B2
Source datasetuspto-grants-2003_02
ORD IDord-866e2239ebd042219c80577e39461d63
Source noteuspto-grants-2003_02