Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2284903Generated: November 1, 2026

Methanol → HCID 86729631, compound

https://huagongshe.com/reaction/2284903

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 43600040HCID 43600040—
Reactant2,4-Dichloro-N-methyl-5-pyrimidinecarboxamideHCID 57827010—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 86729631HCID 86729631—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 2,4-dichloro-N-methylpyrimidine-5-carboxamide (400 mg, 1.95 mmol) in NMP (1 ml), N-(2-aminophenyl)acrylamide (316 mg, 1.951 mmol) and DIPEA (503 mg, 3.902 mmol) were added and heated at 120° C. for 1 h. TLC showed completion of starting material (TLC system: 5% methanol in DCM (Rf): 0.3). The reaction mixture was diluted with water (30 ml) and extracted with ethyl acetate (3×15 ml). The organic layer was separated, dried over sodium sulphate, and concentrated. Crude compound was purified by column chromatography using silica gel (100-200 mesh) with 2% methanol in DCM to obtain 4-(2-acrylamidophenylamino)-2-chloro-N-methylpyrimidine-5-carboxamide as an off white solid. Yield: (180 mg, 28%). MS: m/z 332.1 (ES+, M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145387B2
Source datasetuspto-grants-2015_09
ORD IDord-6a37e81c9a374911a0bf4763257fb66d
Source noteuspto-grants-2015_09