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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1006510Generated: October 30, 2026

Water → (2R)-2-[[2-Amino-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol

https://huagongshe.com/reaction/1006510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant(R)-(-)-2-Amino-1-propanolHCID 80308—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-(Benzylthio)-7-chloro[1,3]thiazolo[4,5-d]pyrimidin-2-amineHCID 11278274—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(2R)-2-[[2-Amino-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanolHCID 1185768032%

Reaction Conditions

Temperature100 °C

Reaction Steps

The product of example 1 step c) (25.0 g), D-Alaninol (12.3 g) and diisopropylethylamine (26.0 g) were diluted in N-methylpyrrolidinone (250 ml) and stirred at 100° C. for 24 h before cooling and pouring the reaction mixture into H2O (2.5 l). The precipitate was filtered and dried in vacuo before being preabsorped onto silica gel. Chromatography using EtOAc. 4% MeOH/EtOAc as eluents afforded the desired product as a yellow solid (9.0 g. 32%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06790850B1
Source datasetuspto-grants-2004_09
ORD IDord-fbe4f8d2d0b64ee7a036560f4cb4c28c
Source noteuspto-grants-2004_09