Ethyl 4-amino-1-piperidinecarboxylate → Ethyl 4-(2-(methoxycarbonyl)azetidin-1-yl)piperidine-1-carboxylate

HRID 2403164Notes

Reaction equation

HRID 2403164 reaction equation
Br[CH:2]([CH2:7][CH2:8]Br)[C:3]([O:5][CH3:6])=[O:4].[NH2:10][CH:11]1[CH2:16][CH2:15][N:14]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:13][CH2:12]1>>[CH3:6][O:5][C:3]([CH:2]1[CH2:7][CH2:8][N:10]1[CH:11]1[CH2:12][CH2:13][N:14]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:15][CH2:16]1)=[O:4]

Participants

3

Reactant 2

HCID 100867Ethyl 4-amino-1-piperidinecarboxylateHCID 296716Methyl 2,4-dibromobutanoate

Product 1

HCID 86692756Ethyl 4-(2-(methoxycarbonyl)azetidin-1-yl)piperidine-1-carboxylateYield 50%

Procedure

The reaction of methyl 2,4-dibromobutanoate 17 with ethyl 4-aminopiperidine-1-carboxylate 18K yielded ethyl 4-(2-(methoxycarbonyl)azetidin-1-yl)piperidine-1-carboxylate as a yellow oil (50%). MS ISP (m/e): 271.3 (100) [(M+H)]+.

Sources & evidence

ORD record
ord-4fe7b9c194d24cb0a181376ae00c5b93
Source dataset
uspto-grants-2014_08
Patent number
US08802665B2

Reaction notes

Loading…