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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746809Generated: October 30, 2026

Methyl chloroformate → HCID 59446953, compound

https://huagongshe.com/reaction/1746809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Fluoro-4-morpholinoanilineHCID 1485330—
Reactant6-[(Cyclopropylmethyl)(propyl)amino]pyrimidine-4-carboxylic acidHCID 59447000—
SolventDichloromethaneHCID 6344—
ProductHCID 59446953HCID 59446953—

Reaction Conditions

Temperature0 °C

Reaction Steps

A cooled (0° C.) solution of 6-(cyclopropylmethyl(propyl)amino)pyrimidine-4-carboxylic acid (Intermediate 21, 112 mg; 0.45 mmol) in DCM was treated with diisopropylethylamine (78.4 mL; 0.52 mmol) and methyl chloroformate (36.2 mL; 0.47 mmol). After stirring at 0° C. for 15 minutes, 3-fluoro-4-morpholin-4-yl aniline (Bionet, 132 mg; 0.67 mmol) was added and the mixture stirred for 72 hours. The solvent was evaporated and the compound purified by preparative HPLC to give the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150519B2
Source datasetuspto-grants-2015_10
ORD IDord-baf82b28f03447079cd3b9ddfe093720
Source noteuspto-grants-2015_10