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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1853498Generated: October 25, 2026

Valinol → 2-((R)-1-hydroxy-3-methylbutan-2-ylamino)-4-(5-methyl-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidine-5-carbonitrile

https://huagongshe.com/reaction/1853498

Reaction equation

Participants

RoleNameHCIDCharge
ReactantValinolHCID 79019—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(5-methyl-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(methylsulfonyl)pyrimidine-5-carbonitrileHCID 59414377—
SolventTetrahydrofuranHCID 8028—
Product2-((R)-1-hydroxy-3-methylbutan-2-ylamino)-4-(5-methyl-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidine-5-carbonitrileHCID 5941454777%

Reaction Steps

A mixture of 4-(5-methyl-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(methylsulfonyl)pyrimidine-5-carbonitrile (120 mg, 0.257 mmol), (R)-(+2-amino-3-methyl-1-butanol (57 l, 0.515 mmol) and diisopropylethylamine (90 l, 0.515 mmol) in THF (4 mL) was heated at reflux for 1 hour. The reaction mixture was concentrated in vacuo and the residue was purified on silica gel by flash column chromatography to give the title compound as a colourless glassy solid (97 mg, 77% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962642B2
Source datasetuspto-grants-2015_02
ORD IDord-b4d7e95b193f489f9cb530b85ef19f4b
Source noteuspto-grants-2015_02