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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75289Generated: October 25, 2026

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

https://huagongshe.com/reaction/75289

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantPotassium hydroxy sulfiteHCID 23707502—
Reactant(S)-4-Amino-6-((1-(1-methyl-6-morpholino-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)amino)-2-(methylthio)pyrimidine-5-carbonitrileHCID 86707979—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product(S)-4-Amino-6-((1-(1-methyl-6-morpholino-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)amino)-2-(methylsulfonyl)pyrimidine-5-carbonitrileHCID 86707980—

Reaction Conditions

Temperature0 °C

Reaction Steps

(S)-4-Amino-6-((1-(1-methyl-6-morpholino-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)amino)-2-(methylthio)pyrimidine-5-carbonitrile (287 mg, 0.676 mmol) in acetonitrile (3 mL) and H2O (3 mL) was cooled to 0° C. Oxone® (1.04 g, 1.690 mmol) was added to give a yellow solution. The reaction mixture was stirred at 0° C. for 30 minutes, warmed to room temperature, and stirred for an additional 3 hours. The reaction mixture was subsequently diluted with EtOAc and washed with H2O (3×5 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated in vacuo to give the title compound, which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835420B2
Source datasetuspto-grants-2014_09
ORD IDord-ea49d92ed183488794509577a0fafe53
Source noteuspto-grants-2014_09