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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409087Generated: October 27, 2026

Methylamine → 5-bromo-2-chloro-N-methylpyrimidin-4-amine

https://huagongshe.com/reaction/2409087

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant5-Bromo-2,4-dichloropyrimidineHCID 289973—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
Product5-bromo-2-chloro-N-methylpyrimidin-4-amineHCID 1072777139%

Reaction Steps

To a cooled (0° C.) solution of 5-bromo-2,4-dichloropyrimidine (5.0 g, 22 mmol) in methanol (42 mL) was added dropwise a 33 wt % solution of methylamine in ethanol (3.3 mL). The reaction was allowed to warm to room temperature. The reaction was then concentrated. The crude product was purified by column chromatography (0-10% methanol in DCM) to give 5-bromo-2-chloro-N-methylpyrimidin-4-amine (1.8 g, 39%). 1H-NMR (DMSO): δ 8.22 (s, 1H), 7.75 (s, 1H), 2.85 (d, J=3.9, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815882B2
Source datasetuspto-grants-2014_08
ORD IDord-f78c7c2890e34d268dbbd30eb9626f14
Source noteuspto-grants-2014_08