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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58162Generated: October 29, 2026

Water → N-benzyl-6-chloropyrimidin-4-amine

https://huagongshe.com/reaction/58162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzylamineHCID 7504—
Reactant4,6-DichloropyrimidineHCID 70943—
ReactantDiisopropylethylamineHCID 81531—
SolventIsopropanolHCID 3776—
ProductN-benzyl-6-chloropyrimidin-4-amineHCID 377185768.3%

Reaction Steps

To a solution of 4,6-dichloro-pyrimidine (1.5 g, 10 mmol) in iPrOH (40 mL) and DIPEA (1.55 g, 12 mmol) was added a solution of benzylamine (1.28 g, 12 mmol) at room temperature. The resulting mixture was stirred at room temperature for 2.5 hours. Water was added and the mixture was extracted with DCM. The combined extracts were washed with brine, dried over anhydrous Na2SO4, and concentrated to give the crude product, which was purified by flash chromatography on silica to obtain the title compound (1.5 g, yield: 68%) as a white solid. H NMR (300 MHz, CDCl3) δ 8.35 (br s, 1H), 7.20-7.38 (m, 5H), 6.35 (s, 1H), 4.52 (s, 2H); MS (ESI): 220 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434697B2
Source datasetuspto-grants-2016_09
ORD IDord-bd7eb2ddea574471a3c85b558ca28f0c
Source noteuspto-grants-2016_09