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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510161Generated: October 26, 2026

Cyclopentylamine → 2-chloro-N-cyclopentyl-5-nitropyrimidin-4-amine

https://huagongshe.com/reaction/510161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentylamineHCID 2906—
ReactantDiisopropylethylamineHCID 81531—
Reactant2,4-Dichloro-5-nitropyrimidineHCID 521266—
SolventDichloromethaneHCID 6344—
Product2-chloro-N-cyclopentyl-5-nitropyrimidin-4-amineHCID 714725365.13%

Reaction Steps

Cyclopentylamine (5.17 ml) and N,N-diisopropylethylamine (12.4 ml) were dissolved into 125 ml dichloromethane. The mixture was added dropwise to a solution of 2,4-dichloro-5-nitropyrimidine (9.7 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 80 min. Purification was conducted by a column chromatography to obtain a bright-yellow solid (7.9 g) in a yield of 65.13%. 1H NMR (400 MHz, CDCl3): δ 9.03 (s, 1H), 8.38 (s, 1H), 4.59 (m, 1H), 2.13-2.21 (m, 2H), 1.72-1.85 (m, 4H), 1.53-1.71 (m, 2H) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096601B2
Source datasetuspto-grants-2015_08
ORD IDord-4f778cf5b78c41fdbcbad5087885680a
Source noteuspto-grants-2015_08