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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876528Generated: October 30, 2026

Pyrrolidone carboxylic acid → HCID 58477259, compound

https://huagongshe.com/reaction/876528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidone carboxylic acidHCID 499—
ReactantPyridineHCID 1049—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 58477328HCID 58477328—
CatalystDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58477259HCID 58477259—

Reaction Steps

Thionylchloride (236 mg, 2.0 mmol) was added to a solution of 5-oxopyrrolidine-2-carboxylic acid 120 (170 mg, 1.32 mmol) in THF (5 mL) at 0° C. DMF (1 drop) was added and the solution was allowed to warm to room temperature for 2 h then cooled to 0° C. A solution of 8-amino-2-(2-(trifluoromethyl)phenyl)-4H-chromen-4-one 11 (100 mg, 0.33 mmol) and pyridine (0.5 mL) in THF (1 mL) was added and the reaction mixture was allowed to warm to room temperature and stirred for 2 h. The reaction mixture was concentrated to dryness, dissolved in EtOAc, washed with sat. aq NaHCO3, brine, and dried (Na2SO4). The crude residue was purified by preparative TLC eluting with EtOAc to give Compound 313. MS (ESI) calcd for C21H15F3N2O4: 416.1. found: 417 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987258B2
Source datasetuspto-grants-2015_03
ORD IDord-6537d3f51e2a4868b9937490996ea6bd
Source noteuspto-grants-2015_03