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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666083Generated: October 30, 2026

4,6-Dichloropyrimidine → 3-(6-Chloro-pyrimidin-4-ylamino)-4,N-dimethyl-benzamide

https://huagongshe.com/reaction/1666083

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,6-DichloropyrimidineHCID 70943—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Amino-N,4-dimethylbenzamideHCID 12607973—
Solvent1,4-DioxaneHCID 31275—
Product3-(6-Chloro-pyrimidin-4-ylamino)-4,N-dimethyl-benzamideHCID 5892851443.1%

Reaction Steps

To a solution of 4,6-dichloropyrimidine (2.0 g, 13.4 mmol) in p-dioxane (50 mL), 3-amino-4,N-dimethyl-benzamide (3.0 g, 18.3 mmol) and DIEA (2.3 mL) were added. The resulting mixture was heated to reflux for 4 days. The solvent was removed in vacuo, the residue was taken in water and ethyl acetate, and the ethyl acetate layer was separated and concentrated. The product was purified by silica gel column chromatography using ethyl acetate:hexane (1:1) as eluent to afford the pale white solid product (1.6 g, yield 43%). MS (m/z): 277 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044040B2
Source datasetuspto-grants-2011_10
ORD IDord-6aa6459ac81941a4b64fe1bae0ebe965
Source noteuspto-grants-2011_10