Cyclohexylamine → 4-Methyl-piperidine-4-carboxylic acid cyclohexylamide

HRID 1486732Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][C:11]([CH3:17])([C:14]([OH:16])=O)[CH2:10][CH2:9]1)=O)(C)(C)C.[CH:18]1([NH2:24])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1.C(OC(N1CCC(C(=O)NC2CCCCC2)CC1)=O)(C)(C)C>>[CH:18]1([NH:24][C:14]([C:11]2([CH3:17])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[O:16])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

Reactant 3

HCID 7965Cyclohexylamine

HCID 4273089N-Cyclohexyl 1-boc-piperidine-4-carboxamide

HCID 232828481-[(Tert-butoxy)carbonyl]-4-methylpiperidine-4-carboxylic acid

Product 1

HCID 631215874-Methyl-piperidine-4-carboxylic acid cyclohexylamide

Procedure

The title compound is prepared according to the reaction sequence 3.01a-2.01b described above using 1-(tert-butoxycarbonyl)-4-methylpiperidine-4-carboxylic acid instead of 1-(tert-butoxycarbonyl)-piperidine-4-carboxylic acid and cyclohexylamine instead of cyclohexylamine as in 3.01a: LC-MS A: tR=0.50 min; [M+H]+=225.17.

Sources & evidence

ORD record: ord-709b89e505a947ea8d61124238a548c7
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09428456B2

Reaction notes

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