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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1260435Generated: October 30, 2026

Benzyl Bromide → 3-Benzyl-6-(methylamino)pyrimidin-4(3H)-one

https://huagongshe.com/reaction/1260435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant6-(Methylamino)pyrimidin-4-olHCID 135481447—
SolventEthanolHCID 702—
Product3-Benzyl-6-(methylamino)pyrimidin-4(3H)-oneHCID 5982305543.6%

Reaction Steps

6-(Methylamino)pyrimidin-4(3H)-one (compound 1B) (3 g, 24 mmol, 1 eq), benzyl bromide (5.7 mL, 48 mmol, 2 eq) and potassium carbonate (6.96 g, 50.4 mmol, 2.1 eq) were stirred in ethanol (30 mL) at RT overnight. The solvent was removed in vacuo and the residue purified by silica chromatography to give 2.25 g of the title compound (43%). 1H NMR (400 MHz, DMSO-d6) δ ppm 2.64 (d, J=4.29 Hz, 3H) 4.92-5.01 (m, 2H) 6.96 (q, J=4.63 Hz, 1H) 7.22-7.30 (m, 3H) 7.30-7.37 (m, 2H) 8.24 (s, 1H). [M+H] calc'd for C12H13N3O, 216. found, 216.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08470837B2
Source datasetuspto-grants-2013_06
ORD IDord-889d6c182b56438692800552ea1649e6
Source noteuspto-grants-2013_06