N-cyclopentylpiperidine-4-carboxamide → [4-(4-Cyclopentylcarbamoyl-piperidin-1-ylmethyl)-thiazol-2-yl]-carbamic acid tert-butyl ester

HRID 1486703Notes

Reaction equation

HRID 1486703 reaction equation
[C:1]([O:5][C:6](=[O:15])[NH:7][C:8]1[S:9][CH:10]=[C:11]([CH:13]=O)[N:12]=1)([CH3:4])([CH3:3])[CH3:2].[CH:16]1([NH:21][C:22]([CH:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[O:23])[CH2:20][CH2:19][CH2:18][CH2:17]1>>[C:1]([O:5][C:6](=[O:15])[NH:7][C:8]1[S:9][CH:10]=[C:11]([CH2:13][N:27]2[CH2:28][CH2:29][CH:24]([C:22](=[O:23])[NH:21][CH:16]3[CH2:20][CH2:19][CH2:18][CH2:17]3)[CH2:25][CH2:26]2)[N:12]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 17604582N-cyclopentylpiperidine-4-carboxamideHCID 23138686(4-Formylthiazol-2-yl)carbamic acid tert-butyl ester

Product 1

HCID 131736799[4-(4-Cyclopentylcarbamoyl-piperidin-1-ylmethyl)-thiazol-2-yl]-carbamic acid tert-butyl ester

Procedure

The title compound is prepared according to the reactions described above starting from (4-formyl-thiazol-2-yl)-carbamic acid tert-butyl ester and piperidine-4-carboxylic acid cyclopentylamide J-4 yielding after reductive amination [4-(4-cyclopentylcarbamoyl-piperidin-1-ylmethyl)-thiazol-2-yl]-carbamic acid tert-butyl ester; LC-MS A: tR=0.66 min; [M+H]+=409.13.

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-7733418cccc04e13bc86accd51451c8e
Source dataset
uspto-grants-2016_08
Patent number
US09428456B2

Reaction notes

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