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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1760963Generated: October 25, 2026

Hydrochloric Acid → 5-Amino-6-chloro-4-[5-(3-fluoro-5-morpholinobenzamido) 2-methylanilino]pyrimidine

https://huagongshe.com/reaction/1760963

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-MethylpentaneHCID 7892—
ReactantDiisopropylamineHCID 7912—
Reactant5-Amino-4,6-dichloropyrimidineHCID 79434—
ReactantN-(3-amino-4-methylphenyl)-3-fluoro-5-morpholinobenzamideHCID 11450304—
Solvent1-ButanolHCID 263—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
Product5-Amino-6-chloro-4-[5-(3-fluoro-5-morpholinobenzamido) 2-methylanilino]pyrimidineHCID 8675959152.3%

Reaction Steps

Ethereal hydrogen chloride solution (1M, 1.5 ml) was added to a mixture of 5-amino-4,6-dichloropyrimidine (0.512 g), N-(3-amino-4-methylphenyl)-3-fluoro-5-morpholinobenzamide (0.514 g) and n-butanol (10 ml) and the resultant mixture was stirred and heated to reflux for 24 hours. Di-isopropylamine (1 ml) was added and the mixture was allowed to cool to ambient temperature. Water and a mixture of diethyl ether and isohexane were added and the precipitated solid was collected and dried. There was thus obtained the title compound (0.373 g); NMR Spectrum: 2.12 (s, 3H), 3.22 (m, 4H), 3.74 (m, 4H), 5.28 (s, 2H), 6.87 (d, 1H), 7.11 (d, 1H), 7.22 (d. 1H), 7.27 (s, 1H), 7.52 (d, 1H), 7.69 (s, 1H), 7.73 (s, 1H), 8.03 (s, 1H), 10.15 (s, 1H); Mass Spectrum: M−H − 455 & 457.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06846827B1
Source datasetuspto-grants-2005_01
ORD IDord-ad35486282904577b4a5b99697228caf
Source noteuspto-grants-2005_01