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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657816Generated: October 31, 2026

Water → 2-{4-[(S)-2-Hydroxy-1-(2-methyl-pyrimidin-5-yl)-ethylamino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl}-5-methyl-benzonitrile

https://huagongshe.com/reaction/657816

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant(S)-2-(4-(2-(tert-butyldimethylsilyloxy)-1-(2-methylpyrimidin-5-yl)ethylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-5-methylbenzonitrileHCID 69177820—
SolventTetrahydrofuranHCID 8028—
Product2-{4-[(S)-2-Hydroxy-1-(2-methyl-pyrimidin-5-yl)-ethylamino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl}-5-methyl-benzonitrileHCID 25060603—

Reaction Steps

To a solution of (S)-2-(4-(2-(tert-butyldimethylsilyloxy)-1-(2-methylpyrimidin-5-yl)ethylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-5-methylbenzonitrile (630 mg, 1.22 mmol) in THF (10 mL) was added 1M TBAF in THF (5 mL). The reaction mixture was stirred at room temperature for 10 minutes, and then treated with water and EtOAc. The organic layer was washed with aq. NaHCO3 and brine, dried (MgSO4), and concentrated. The residue was washed by ethyl ether to yield a light colored solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076345B2
Source datasetuspto-grants-2011_12
ORD IDord-a7be90e173ce4831a4dffd37f83d1716
Source noteuspto-grants-2011_12