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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026546Generated: October 31, 2026

Dichloromethane → tert-butyl 4-(3,3,7-trimethyl-2-oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-1-yl)piperidine-1-carboxylate

https://huagongshe.com/reaction/1026546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant2,6-LutidineHCID 7937—
Reactant2-Bromo-2-methylpropionyl bromideHCID 88685—
ReactantHCID 178430714HCID 178430714—
SolventDimethylformamideHCID 6228—
Producttert-butyl 4-(3,3,7-trimethyl-2-oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-1-yl)piperidine-1-carboxylateHCID 68006021—

Reaction Steps

At room temperature, to a dichloromethane solution (15 ml) of tert-butyl 4-[(2-hydroxy-5-methylpyridin-3-yl)amino]piperidine-1-carboxylate (3.08 g) were added 2,6-lutidine (2.25 ml) and 2-bromoisobutyryl bromide (1.74 ml). After stirring at room temperature for 18 hours, N,N-dimethylformamide (15 ml) was added, and stirred at 70° C. for 1 hour. The reaction solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to afford tert-butyl 4-(3,3,7-trimethyl-2-oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-1-yl)piperidine-1-carboxylate (1.04 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729095B2
Source datasetuspto-grants-2014_05
ORD IDord-c1a5d52281a047dd95b8721513c6686a
Source noteuspto-grants-2014_05