1-Aminocyclohexanecarboxylic acid → Methyl 1-aminocyclohexane-1-carboxylate hydrochloride

Reaction equation

F[C:2]1C=C(C(N)C)C=C(F)C=1.[ClH:12].[NH2:13][C:14]1([C:19]([O:21][CH3:22])=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15]1.NC1(C(O)=O)CCCCC1>>[ClH:12].[NH2:13][C:14]1([C:19]([O:21][CH3:22])=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:2]1

Participants

Reactant 3

HCID 13661-Aminocyclohexanecarboxylic acid

HCID 2783196(RS)-1-(3,5-Difluorophenyl)ethylamine

HCID 11513856Methyl 1-amino-1-cyclopentanecarboxylate, HCl

Product 1

HCID 22645079Methyl 1-aminocyclohexane-1-carboxylate hydrochloride

Procedure

Essentially following the procedures described in Intermediate 1 for methyl 1-aminocyclopentanecarboxylate hydrochloride, but using 1-aminocyclohexanecarboxylic acid in place of 1-aminocyclopentanecarboxylic acid, the title compound was obtained. MS: m/z=158 (M+1).

Sources & evidence

ORD record: ord-8cb5bc9917154894ae223626838053a8
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765759B2

Reaction notes

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