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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714098Generated: October 29, 2026

Propionyl chloride → (rac)-N-(4-(3-Fluoro-4-(trifluoromethyl)phenyl)-6,7-dihydro-5H-cyclopenta[c]pyridin-7-yl)propionamide

https://huagongshe.com/reaction/714098

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropionyl chlorideHCID 62324—
ReactantDiisopropylethylamineHCID 81531—
Reactant(rac)-4-(3-Fluoro-4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-ylamineHCID 71811529—
SolventDimethylformamideHCID 6228—
Product(rac)-N-(4-(3-Fluoro-4-(trifluoromethyl)phenyl)-6,7-dihydro-5H-cyclopenta[c]pyridin-7-yl)propionamideHCID 718115288.1%

Reaction Steps

A solution of (rac)-4-(3-fluoro-4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-ylamine (example 89) (40 mg, 0.14 mmol) and N,N-diisopropylethylamine (0.071 mL, 0.41 mmol) in DMF (0.5 mL) was treated with propionyl chloride (0.018 mL, 0.20 mmol) and the reaction mixture stirred at room temperature overnight. Purification by preparative HPLC on reversed phase eluting with a gradient of acetonitrile/water provided 4.0 mg (7%) of the title compound as a light brown oil. MS: 353.5 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187429B2
Source datasetuspto-grants-2015_11
ORD IDord-9edfb4aa6e314287a2610a1c03de54f1
Source noteuspto-grants-2015_11