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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1760960Generated: November 1, 2026

2-Methylpentane → 6-Carbamoyl-2-chloro-4-[5-(3-fluoro-5-morpholinobenzamido)-2-methylanilino]-pyrimidine

https://huagongshe.com/reaction/1760960

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethylpentaneHCID 7892—
ReactantDiisopropylethylamineHCID 81531—
Reactant2,6-Dichloropyrimidine-4-carboxamideHCID 241128—
ReactantN-(3-amino-4-methylphenyl)-3-fluoro-5-morpholinobenzamideHCID 11450304—
Solvent1-ButanolHCID 263—
SolventWaterHCID 962—
Product6-Carbamoyl-2-chloro-4-[5-(3-fluoro-5-morpholinobenzamido)-2-methylanilino]-pyrimidineHCID 991322612.1%

Reaction Steps

A mixture of N-(3-amino-4-methylphenyl)-3-fluoro-5-morpholinobenzamide (0.33 g), 6-carbamoyl-2,4-dichloropyrimidine (0.212 g), N,N-di-isopropylethylamine (0.53 ml) and n-butanol (5 ml) was stirred and heated to reflux for 36 hours. Water and isohexane were added and the precipitated product was isolated and dried. There was thus obtained the title compound (0.059 g); NMR Spectrum: (DMSOd6) 2.14 (s, 3H), 3.23 (m, 4H), 3.72 (m, 4H), 6.97 (d, 1H), 7.12 (d, 1H), 7.29 (m, 2H), 7.6 (d, 1H), 7.74 (s, 1H), 7.81 (s, 1H), 7.92 (s, 1H), 9.9 (s, 1H), 10.21 (s, 1H); Mass Spectrum: M−H′ 483 & 485.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06846827B1
Source datasetuspto-grants-2005_01
ORD IDord-502dd877952742f0bb9e74b76ddf062d
Source noteuspto-grants-2005_01