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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1737704Generated: November 1, 2026

3-Pentanamine → 6-Chloro-2-methyl-5-nitro-N-(pentan-3-yl)pyrimidin-4-amine

https://huagongshe.com/reaction/1737704

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-PentanamineHCID 12019—
Reactant4,6-Dichloro-2-methyl-5-nitropyrimidineHCID 83192—
SolventTetrahydrofuranHCID 8028—
Product6-Chloro-2-methyl-5-nitro-N-(pentan-3-yl)pyrimidin-4-amineHCID 1590858435.9%

Reaction Conditions

Temperature-78 °C

Reaction Steps

A mixture of 2-methyl-5-nitro-4,6-dichloro-pyrimidine (208 mg, 1.00 mmol) and 1-ethyl-propyl-amine (87 mg, 1.03 mmol) in 2 ml of dry THF was stirred at -78° C. for 4 hours. The mixture was quenched with water and extracted with ethyl acetate. The organic layer was washed with brine, dried and concentrated to give a green oil. The oil was purified through silica gel column chromatography using chloroform to 1:1 hexane/chloroform as eluent to give the title compound (93 mg, 35%). 1H NMR (CDCl3) δ7.50 (brs, 1H), 4.29 (m, 1H), 2.51 (s, 3H), 1.4-1.8 (m, 4H), 0.92 (t, 6H) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05962479
Source datasetuspto-grants-1999_10
ORD IDord-fa2ec0cc1b6b45b18d64e871c379eab0
Source noteuspto-grants-1999_10