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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1410103Generated: October 24, 2026

Water → 5-chloro-N-(3-(trifluoromethyl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine

https://huagongshe.com/en/reaction/1410103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-(Trifluoromethyl)anilineHCID 7375—
ReactantDiisopropylethylamineHCID 81531—
Reactant5,7-Dichlorothiazolo(5,4-d)pyrimidineHCID 609639—
SolventDimethyl SulfoxideHCID 679—
Product5-chloro-N-(3-(trifluoromethyl)phenyl)thiazolo[5,4-d]pyrimidin-7-amineHCID 86671790—

Reaction Steps

To a stirred solution of 5,7-dichlorothiazolo[5,4-d]pyrimidine (300 mg, 1.45 mmol) and 3-(trifluoromethyl)benzenamine (304.8 mg, 1.89 mmol) in 10 mL of DMSO was added DIEA (282 mg, 2.18 mmol) in one portion at room temperature. Then the reaction mixture was stirred at room temperature for 5 hours. The reaction mixture was poured into 40 mL of water, and the solid obtained was filtered, rinsed with water, and dried. The desired product 5-chloro-N-(3-(trifluoromethyl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine was obtained (356 mg, 74%) as a yellow solid. LC-MS: 331.0 [M+H]+, tR=1.70 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921383B2
Source datasetuspto-grants-2014_12
ORD IDord-20d8d7f7243a46feb4e52695103c439e
Source noteuspto-grants-2014_12