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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092232Generated: November 2, 2026

Diisopropylethylamine → 2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)-5-nitro-pyrimidin-4-amine

https://huagongshe.com/reaction/1092232

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2,4-Dichloro-5-nitropyrimidineHCID 521266—
Reactant3-cyclopropyl-1H-pyrazol-5-amineHCID 2758014—
Solvent1-ButanolHCID 263—
Product2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)-5-nitro-pyrimidin-4-amineHCID 8662176673.6%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 2,4-dichloro-5-nitropyrimidine (3.0 g, 15 mmol) and DIEA (2.4 g, 18.5 mmol) in n-BuOH (30 ml) was slowly added 5-cyclopropyl-1H-pyrazol-3-amine (2.0 g, 16.2 mmol) at 25° C. The resulting solution was stirred at 25° C. for 5 minutes and concentrated to dryness to give the title compound (3.1 g). NMR (CDCl3) 0.80 (m, 2H), 1.05 (m, 2H), 6.60 (s, 1H), 9.20 (s, 1H), 9.70 (br s, 1H), 10.40 (br s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129403B2
Source datasetuspto-grants-2012_03
ORD IDord-be9c7c485b8b484890a1b5a0da8e0fed
Source noteuspto-grants-2012_03