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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023599Generated: October 31, 2026

Triethylamine → HCID 53241615, compound

https://huagongshe.com/reaction/1023599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
ReactantHCID 67236120HCID 67236120—
SolventDichloromethaneHCID 6344—
ProductHCID 53241615HCID 5324161548.4%

Reaction Steps

To a solution of N1-[6-({3-[(1-methylethyl)oxy]phenyl}oxy)-3-pyridinyl]-D-alaninamide (Intermediate 32, 229 mg) and triethylamine (442 mg, 4.38 mmol) in dichloromethane (20 mL) was added a solution of triphosgene (216 mg, 0.73 mmol) in dichloromethane (10 mL) dropwise at 0° C. during 5 minutes. The resulting mixture was stirred at room temperature for 2 hours. The solvent was distilled off and the residue was partitioned between dichloromethane (3 times 50 mL) and water (50 mL). The combined organic layers were washed with brine (3 times 10 mL), dried over sodium sulphate, filtered and concentrated to afford a grey solid, which was purified by silica gel chromatography (PE:EtOAc=2:1) to afford the title compound as a white solid (120 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722695B2
Source datasetuspto-grants-2014_05
ORD IDord-552190deb1c746ffbebcd95b90160366
Source noteuspto-grants-2014_05