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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472919Generated: October 30, 2026

Acetyl chloride → HCID 67215434, compound

https://huagongshe.com/reaction/472919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantTriethylamineHCID 8471—
Reactant(1-Aminoimidazo[1,5-a]pyridin-3-yl)(3-methoxy-4-nitrophenyl)methanoneHCID 67215846—
Solvent1,2-DichloroethaneHCID 11—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 67215434HCID 67215434—

Reaction Steps

0.54 ml (3.84 mmol) of triethylamine and then 0.21 ml (2.95 mmol) of acetyl chloride are added, under a nitrogen atmosphere, to 0.8 g (2.56 mmol) of (1-aminoimidazo[1,5-a]pyridin-3-yl)(3-methoxy-4-nitro-phenyl)methanone obtained in example 76 in 20 ml of 1,2-dichloroethane. The reaction medium is stirred at ambient temperature for 16 hours and then taken up in a mixture of dichloromethane and water. The organic phase is separated by settling, dried over sodium sulfate and concentrated under reduced pressure. The residue obtained is purified by column chromatography on silica gel, elution being carried out with a dichloromethane/acetone (94/6) mixture. 0.523 g of an orange solid is collected. Melting point: 256° C.; 1H NMR (d6-DMSO): 2.14 (3H, s), 4.02 (3H, s), 7.34-7.44 (2H, m), 7.94-8.08 (3H, m), 8.09 (1H, s), 9.75 (1H, d)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633216B2
Source datasetuspto-grants-2014_01
ORD IDord-488e3eae7e1a4744b8eb9ea34366e2c9
Source noteuspto-grants-2014_01