Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57538Generated: October 29, 2026

Tetrabutylammonium Fluoride → Tert-butyl 3-((7-chloropyrido[4,3-b]pyrazin-5-ylamino)methyl)-5-hydroxypiperidine-1-carboxylate

https://huagongshe.com/reaction/57538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantTert-butyl 3-(tert-butyldimethylsilyloxy)-5-((7-chloropyrido[4,3-b]pyrazin-5-ylamino)methyl)piperidine-1-carboxylateHCID 86717367—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 3-((7-chloropyrido[4,3-b]pyrazin-5-ylamino)methyl)-5-hydroxypiperidine-1-carboxylateHCID 86717368—

Reaction Steps

A solution of tert-butyl 3-(tert-butyldimethylsilyloxy)-5-(7-chloropyrido[4,3-b]pyrazin-5-ylamino)methyl)piperidine-1-carboxylate from step E in THF (16 mL) was treated with TBAF (5.17 g, 16.4 mmol) at room temperature for 2 hours, then diluted with ethyl acetate, washed with brine, dried over Na2SO4, filtered, and concentrated. The residue was purified by chromatography to give the title compound. MS (m/z): 394 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434726B2
Source datasetuspto-grants-2016_09
ORD IDord-7831a9416fc54747941937af883cbc77
Source noteuspto-grants-2016_09