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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1097355Generated: October 30, 2026

Ethanol → [(2R)-2-[[2-amino-5-[[(3-chloro-2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid, 1,1-dimethylethyl ester

https://huagongshe.com/reaction/1097355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant(3-Chloro-2-fluorophenyl)methanethiolHCID 2761442—
ReactantSodium borohydrideHCID 4311764—
Reactant[(2R)-2-[[2-amino-5-[(phenylmethyl)sulfonyl]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid, 1,1-dimethylethyl esterHCID 86635805—
SolventDimethyl SulfoxideHCID 679—
Product[(2R)-2-[[2-amino-5-[[(3-chloro-2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid, 1,1-dimethylethyl esterHCID 86635804—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of the product from example 25 step f) (1.2 g), the product from example 25 step g) (1.6 g) in a mixed solvent of ethanol (30 ml) and DMSO (5 ml) was added sodium borohydride (100 mg) and the mixture heated at 50° C. for 2 hours. The ethanol was removed by rotary evaporation and the crude product extracted into ethyl acetate and washed with water. The subtitle compound was obtained by purification (SiO2, 1:1)dichloromethane:ethyl acetate as eluant) to give (1.95 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143261B2
Source datasetuspto-grants-2012_03
ORD IDord-a99eaf29ab024fe899b1c10f551be520
Source noteuspto-grants-2012_03