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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1410045Generated: October 26, 2026

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

https://huagongshe.com/reaction/1410045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-(Methylsulphonyl)anilineHCID 428029—
Reactant5,7-Dichlorothiazolo(5,4-d)pyrimidineHCID 609639—
SolventDimethyl SulfoxideHCID 679—
Product5-chloro-N-(3-(methylsulfonyl)phenyl)thiazolo[5,4-d]pyrimidin-7-amineHCID 8667178366.5%

Reaction Steps

A mixture of 5,7-dichlorothiazolo[5,4-d]pyrimidine (200 mg, 0.97 mmol), 3-(methylsulfonyl)aniline (182 mg, 1.07 mmol) and DIEA (375 g, 2.91 mmol) in 20 mL of DMSO was stirred at room temperature overnight. The mixture was poured into 150 mL of water and filtered, the solid obtained was washed with petroleum ether dried to give crude product which was purified by silica gel chromatography, silica gel 200-300 mesh, eluting with ethyl acetate to give 5-chloro-N-(3-(methylsulfonyl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine (220 mg, 66%) as a yellow solid. LC-MS: 341 [M+H]+, 3621 [M+Na]+, tR=1.48 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921383B2
Source datasetuspto-grants-2014_12
ORD IDord-e2a1636c09e24f2db36d3015fdf41f92
Source noteuspto-grants-2014_12