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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2276306Generated: October 30, 2026

Water → 2-(2,5-Dichloropyrimidin-4-ylamino)-N-methylbenzamide

https://huagongshe.com/reaction/2276306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2,4,5-TrichloropyrimidineHCID 237259—
Reactant2-Amino-N-methylbenzamideHCID 308072—
SolventDimethylformamideHCID 6228—
Product2-(2,5-Dichloropyrimidin-4-ylamino)-N-methylbenzamideHCID 5797413279.9%

Reaction Conditions

Temperature75 °C

Reaction Steps

2-Amino-N-methyl-benzamide (24.4 g, 0.16 mol) in DMF (0.5 L) was added 2,4,5-Trichloro-pyrimidine (39 g, 1.3 eq) and Potassium carbonate (1.3 eq). Stirred under argon at 75° C. for 5 hrs and then at RT overnight. Poured into 1 L water and precipitate isolated by filtration and washed 1:1 acetonitrile:water followed by drying in air stream and under vacuum to afford the title compound as a yellow solid (38 g, 78% yield). 11.70 (s, 1H), 8.74 (d, J=8.2 Hz, 1H), 8.24 (s, 1H), 7.59 (d, J=8.4 Hz, 1H), 7.53 (d, J=8.8 Hz, 1H), 7.16 (t, J=8.4 Hz, 1H), 6.28 (s, 1H), 3.06 (d, J=4.7 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09132128B2
Source datasetuspto-grants-2015_09
ORD IDord-20fa4748258349c883ac45b925a529db
Source noteuspto-grants-2015_09