Methyl 2,4-dibromobutanoate → Methyl 1-(4,4-difluorocyclohexyl)azetidine-2-carboxylate

HRID 2403157Notes

Reaction equation

HRID 2403157 reaction equation
Br[CH:2]([CH2:7][CH2:8]Br)[C:3]([O:5][CH3:6])=[O:4].Cl.[F:11][C:12]1([F:19])[CH2:17][CH2:16][CH:15]([NH2:18])[CH2:14][CH2:13]1>>[F:11][C:12]1([F:19])[CH2:17][CH2:16][CH:15]([N:18]2[CH2:8][CH2:7][CH:2]2[C:3]([O:5][CH3:6])=[O:4])[CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 296716Methyl 2,4-dibromobutanoateHCID 231506694,4-Difluorocyclohexan-1-amine hydrochloride

Product 1

HCID 86692750Methyl 1-(4,4-difluorocyclohexyl)azetidine-2-carboxylateYield 30%

Procedure

The reaction of methyl 2,4-dibromobutanoate 17 with 4,4-difluorocyclohexylamine hydrochloride 18B yielded methyl 1-(4,4-difluorocyclohexyl)azetidine-2-carboxylate as a brown oil (30%). MS ISP (m/e): 234.1 (100) [(M+H)]+.

Sources & evidence

ORD record
ord-462d06a9dcc74a53b5a3ef529252163a
Source dataset
uspto-grants-2014_08
Patent number
US08802665B2

Reaction notes

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