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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57546Generated: October 30, 2026

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

https://huagongshe.com/reaction/57546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriacetoxyperiodinaneHCID 159087—
ReactantTert-butyl 3-((7-chloropyrido[4,3-b]pyrazin-5-ylamino)methyl)-5-hydroxypiperidine-1-carboxylateHCID 86717368—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 3-((7-chloropyrido[4,3-b]pyrazin-5-ylamino)methyl)-4-oxopiperidine-1-carboxylateHCID 86717371—

Reaction Steps

To a solution of tert-butyl 3-((7-chloropyrido[4,3-b]pyrazin-5-ylamino)methyl)-5-hydroxypiperidine-1-carboxylate (3.35 g, 8.5 mmol) in dichloromethane (50 mL) was added Dess-Martin periodinane (4.33 g, 10.2 mmol) at room temperature. The reaction mixture was stirred at that temperature overnight. The mixture was diluted with ethyl acetate, washed with brine, then dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The residue was used directly in the next step. MS (m/z): 392 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434726B2
Source datasetuspto-grants-2016_09
ORD IDord-b4cba5f18dea40209fa1ef78c73c0c3d
Source noteuspto-grants-2016_09