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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75298Generated: October 30, 2026

Acetonitrile → (S)-4-amino-6-((1-(1-methyl-6-(thiazol-4-yl)-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)amino)-2-(methylsulfonyl)pyrimidine-5-carbonitrile

https://huagongshe.com/reaction/75298

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantPotassium hydroxy sulfiteHCID 23707502—
Reactant(S)-4-Amino-6-((1-(1-methyl-6-(thiazol-4-yl)-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)amino)-2-(methylthio)pyrimidine-5-carbonitrileHCID 86707988—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product(S)-4-amino-6-((1-(1-methyl-6-(thiazol-4-yl)-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)amino)-2-(methylsulfonyl)pyrimidine-5-carbonitrileHCID 86707990—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a round-bottomed flask was added a mixture of (S)-4-amino-6-((1-(1-methyl-6-(thiazol-4-yl)-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)amino)-2-(methylthio)pyrimidine-5-carbonitrile (22 mg, 0.052 mmol) in acetonitrile (7 mL) and water (7 mL). The reaction mixture was cooled to 0° C. and Oxone (80 mg, 0.130 mmol) was added. The reaction mixture was stirred at 0° C. for 30 minutes and was then allowed to warm to RT. After 1.5 hours the reaction mixture was diluted with EtOAc and washed with H2O (3×). The combined organic layers were dried over Na2SO4, filtered, and concentrated to give the title compound as a yellow solid, which was used without further purification. ESI-MS m/z [M+H]+ calc'd for C19H18N8O2S2, 455; found 455.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835420B2
Source datasetuspto-grants-2014_09
ORD IDord-85bfdac3c7a54e2db8d6aca6af10ddc9
Source noteuspto-grants-2014_09