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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1410050Generated: October 26, 2026

Water → 5-chloro-N-(3-(2-(methoxymethyl)pyrrolidin-1-yl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine

https://huagongshe.com/reaction/1410050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant5,7-Dichlorothiazolo(5,4-d)pyrimidineHCID 609639—
Reactant3-(2-(Methoxymethyl)pyrrolidin-1-yl)anilineHCID 68379331—
SolventDimethyl SulfoxideHCID 679—
Product5-chloro-N-(3-(2-(methoxymethyl)pyrrolidin-1-yl)phenyl)thiazolo[5,4-d]pyrimidin-7-amineHCID 8667178464.1%

Reaction Steps

A mixture of 5,7-dichlorothiazolo[5,4-d]pyrimidine (170 mg, 0.83 mmol), 3-(2-(methoxymethyl)pyrrolidin-1-yl)aniline (170 mg, 0.83 mmol) and DIEA (214 g, 1.66 mmol) in 15 mL of DMSO was stirred at room temperature overnight. 100 mL of water were added, the mixture was extracted with ethyl acetate (3×30 mL). The organic layer was washed with water (2×30 mL) and brine (30 mL), concentrated under reduced pressure to give 5-chloro-N-(3-(2-(methoxymethyl)pyrrolidin-1-yl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine (200 mg, 64%) as a yellow solid. LC-MS: 376 [M+H]+, tR=1.75 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921383B2
Source datasetuspto-grants-2014_12
ORD IDord-1a91775b80fe4d359ae99ac26c5b7e9b
Source noteuspto-grants-2014_12