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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510162Generated: November 5, 2026

Cyclopentylamine → 2-Chloro-4-cyclopentylamino-5-nitro-6-methylpyrimidine

https://huagongshe.com/reaction/510162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentylamineHCID 2906—
ReactantDiisopropylethylamineHCID 81531—
Reactant2,4-Dichloro-6-methyl-5-nitropyrimidineHCID 275294—
SolventDichloromethaneHCID 6344—
Product2-Chloro-4-cyclopentylamino-5-nitro-6-methylpyrimidineHCID 714727784.8%

Reaction Steps

Cyclopentylamine (5.2 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-nitro-6-methylpyrimidine (10.7 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 1 hour. Purification was conducted by a column chromatography to obtain a bright-yellow solid (11.2 g) in a yield of 84.8%. 1H NMR (400 MHz, CDCl3): δ 8.44 (s, 2H), 4.41 (m, 1H), 2.64 (s, 3H), 2.01-2.15 (m, 2H), 1.61-1.76 (m, 4H), 1.45-1.63 (m, 2H) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096601B2
Source datasetuspto-grants-2015_08
ORD IDord-464bd4a6cbc7435291c0860118f6cf48
Source noteuspto-grants-2015_08