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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1923434Generated: November 2, 2026

N,N-Dimethylaniline → 4-Chloro-6-(trifluoromethyl)pyrimidin-2-amine

https://huagongshe.com/reaction/1923434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylanilineHCID 949—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 178508973HCID 178508973—
Product4-Chloro-6-(trifluoromethyl)pyrimidin-2-amineHCID 13086907—

Reaction Conditions

Temperature70 °C

Reaction Steps

2-Amino-6-(trifluoromethyl)pyrimidin-4-ol (200 mg, 1.1 mmol) is dissolved in POCl3 (3 eq., 0.3 mL, 3.3 mmol) and dimethylaniline (0.28 mL, 2 eq.) is added. The reaction mixture is heated at 70° C. for 4 h. The resulting mixture is poured into a mixture of ice-water, and the resulting precipitate is collected to yield the desired compound 24 in 59%. ESI-MS m/z 198 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178314B2
Source datasetuspto-grants-2012_05
ORD IDord-158a4cfd3b4f454f8fbf60459d72330b
Source noteuspto-grants-2012_05