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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1006497Generated: 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/1006497

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 is 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 numberUS06790850B1
Source datasetuspto-grants-2004_09
ORD IDord-315279f4d83b4167b1a51212e65b7238
Source noteuspto-grants-2004_09