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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1687017Generated: October 31, 2026

Diisopropylethylamine → 2-(5-Bromo-2-chloro-pyrimidin-4-ylamino)-N-methyl-benzamide

https://huagongshe.com/reaction/1687017

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Bromo-2,4-dichloropyrimidineHCID 289973—
Reactant2-Amino-N-methylbenzamideHCID 308072—
SolventIsopropanolHCID 3776—
Product2-(5-Bromo-2-chloro-pyrimidin-4-ylamino)-N-methyl-benzamideHCID 5874846876%

Reaction Steps

In a similar fashion as outlined in Example 191a, 2,6-dichloro-5-bromopyrimidine was reacted with 2-amino-N-methylbenzamide and N,N-diisopropylethylamine in isopropyl alcohol (microwave—120° C., 10 minutes) to afford 2-(2-chloro-5-bromo-pyrimidin-4-ylamino)-N-methyl-benzamide as a yellow solid in 76% yield. MS: 342.96 (M+H); 1H NMR (d6-dmso): δ 11.96 (s, 1H), δ 8.85 (br s, 1H), δ 8.57 (s, 1H), δ 8.47 (d, J=9 Hz, 1H), δ 7.79 (d, J=8 Hz, 1H), δ 7.57 (t, J=8 Hz, 1H), δ 7.22 (t, J=8 Hz, 1H), δ 2.78 (d, J=5 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148391B2
Source datasetuspto-grants-2012_04
ORD IDord-47b67190797c4d83910fb38b56281dad
Source noteuspto-grants-2012_04