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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924419Generated: November 1, 2026

Pyridine → HCID 25120679, compound

https://huagongshe.com/reaction/1924419

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantOxalyl chlorideHCID 65578—
Reactant3,5-Difluorophenylacetic acidHCID 145424—
ReactantHCID 67521418HCID 67521418—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 25120679HCID 2512067915%

Reaction Steps

3,5-Difluorophenylacetic acid (0.227 g, 1.30 mmol) was dissolved in DCM (5 mL), followed by addition of oxalyl chloride (137 μL, 1.56 mmol) and 2 drops of dry DMF. After 1 hour gas evolution had stopped and pyridine (106 μL, 1.30 mmol) was added, followed by addition of 3-amino-2-pyrrolidin-1-yl-3H-quinazolin-4-one. After stirring at RT for 5 minutes additional pyridine (212 μL, 2.60 mmol) was added. The reaction mixture was stirred overnight at RT. The mixture was diluted with EtOAc (20 mL), washed with 1 M HCl (20 mL), dried (MgSO4) and evaporated in vacuo. The crude product was subjected to column chromatography (EtOAc/Heptane) giving the title compound (0.073 g, 15%). LC-ESI-HRMS of [M+H]+shows 385,1485 Da. Calc. 385,147607 Da.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178544B2
Source datasetuspto-grants-2012_05
ORD IDord-c41cf8c6ff374dc4857fe0af7a2b8aaf
Source noteuspto-grants-2012_05