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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774196Generated: October 31, 2026

Water → HCID 71727368, compound

https://huagongshe.com/reaction/1774196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 86696696HCID 86696696—
SolventTetrahydrofuranHCID 8028—
ProductHCID 71727368HCID 7172736822.6%

Reaction Steps

(S)-1-(2-(tert-Butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(2-((2-methylpyridin-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one (0.028 g, 0.049 mmol) was placed in THF (5 mL). TBAF (0.054 mL, 0.054 mmol) was then added, and the reaction was stirred for 1 hour, then poured into water, and extracted with DCM. The combined organic fractions were dried (MgSO4), filtered, and concentrated to give the crude product, which was purified by column chromatography (500:40-500:50 DCM/MeOH) to give the product (S)-1-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-4-(2-((2-methylpyridin-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one (0.005 g, 22% yield). m/z (APCI-pos) M+1=452.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09259470B2
Source datasetuspto-grants-2016_02
ORD IDord-221dcb2935f249e98f48b2549b3e627a
Source noteuspto-grants-2016_02