Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 424397Generated: October 28, 2026

Triethylamine → tert-Butyl 4-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/424397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
Reactant1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acidHCID 392871—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
SolventDimethylformamideHCID 6228—
Producttert-Butyl 4-(methoxy(methyl)carbamoyl)piperidine-1-carboxylateHCID 11065582—

Reaction Conditions

Temperature0 °C

Reaction Steps

Piperidine-1,4-dicarboxylic acid mono-tert-butyl ester (1.0 eq, 21.8 mmol) was dissolved under inert conditions in 35 ml dry N,N-dimethylformamide. O,N-dimethyl-hydroxylamine hydrochloride (1.03 eq, 22.5 mmol), benzotriazol-1-ol monohydrate (1.03 eq, 22.5 mmol) and triethylamine (1.5 eq, 32.7 mmol) were added. The reaction mixture was cooled to 0° C., N-(3-Dimethylaminopropyl)-N-ethylcarbodiimid hydrochloride (1.0 eq, 21.8 mmol) was added over a period of 10 minutes and the mixture was stirred vigorously at 0° C. for 1 h and at r.t. for 18 h.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106048B2
Source datasetuspto-grants-2012_01
ORD IDord-394d959a1eba41708c00d345ad3f3f7b
Source noteuspto-grants-2012_01