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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1097346Generated: October 26, 2026

Diisopropylethylamine → 3-[[2-amino-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-hydroxy-(3R,4R)-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester

https://huagongshe.com/reaction/1097346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant7-Chloro-5-[[(2,3-difluorophenyl)methyl]thio]-thiazolo[4,5-d]pyrimidin-2-amineHCID 11221650—
Reactant(3R,4R)-3-Amino-1-Boc-4-hydroxypyrrolidineHCID 11275699—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product3-[[2-amino-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-hydroxy-(3R,4R)-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl esterHCID 86635801—

Reaction Steps

(3R,4R)-3-Amino-4-hydroxy-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester (0.73 g), diisopropylethylamine (1.0 ml) and the product of example 4 step b), were stirred in NMP (10 ml) at 100° C. for 28 hrs. The cooled mixture was poured onto water and the solid produced collected, washed with water and air dried. The crude material was purified (SiO2, ethyl acetate as eluant) to give the subtitle compound as a colourless solid (0.58 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143261B2
Source datasetuspto-grants-2012_03
ORD IDord-47af231b0a5f4e05844c4722b8953b34
Source noteuspto-grants-2012_03