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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510158Generated: October 27, 2026

Diisopropylethylamine → 2-chloro-N-methyl-5-nitropyrimidin-4-amine

https://huagongshe.com/reaction/510158

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2,4-Dichloro-5-nitropyrimidineHCID 521266—
ReactantMethylamine ethanolHCID 22028356—
SolventDichloromethaneHCID 6344—
Product2-chloro-N-methyl-5-nitropyrimidin-4-amineHCID 714723285.4%

Reaction Steps

A solution of methyl amine-ethanol (7.6 ml) and N,N-diisopropylethylamine (13.2 ml) were dissolved into 150 ml dichloromethane. The mixture was added dropwise to a solution of 2,4-dichloro-5-nitropyrimidine (10.0 g) in dichloromethane (30 ml) at 0° C. After the completion of the dropwise addition, the mixture was kept at the same temperature to react for half an hour. Purification was conducted by a column chromatography to obtain a yellow solid (8.3 g) in a yield of 85.4%. 1H NMR (400 MHz, CDCl3): δ 9.05 (s, 1H), 8.41 (s, 1H), 3.22 (s, 3H) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096601B2
Source datasetuspto-grants-2015_08
ORD IDord-075d87a7989c43cca1cf80dc2d258182
Source noteuspto-grants-2015_08