2-Bromo-5-methylbenzoic acid → rac-cis-(2-(Aminomethyl)-3-methylpiperidin-1-yl)(2-bromo-5-methylphenyl)methanone

HRID 60866

Reaction equation

HRID 60866 reaction equation
[CH3:1][C@H:2]1[CH2:7][CH2:6][CH2:5][NH:4][C@H:3]1[CH2:8][NH:9]C(=O)OC(C)(C)C.[Br:17][C:18]1[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][C:19]=1[C:20](O)=[O:21]>>[NH2:9][CH2:8][C@H:3]1[C@@H:2]([CH3:1])[CH2:7][CH2:6][CH2:5][N:4]1[C:20]([C:19]1[CH:23]=[C:24]([CH3:27])[CH:25]=[CH:26][C:18]=1[Br:17])=[O:21]

Participants

3

Reactant 2

HCID 2280802-Bromo-5-methylbenzoic acidHCID 95378400cis-N-Boc-1-(3-methylpiperidin-2-YL)methanamine

Product 1

HCID 131737146rac-cis-(2-(Aminomethyl)-3-methylpiperidin-1-yl)(2-bromo-5-methylphenyl)methanone

Procedure

The title compound was synthesized following the same general protocol as described in Example 11 using rac-cis-tert-butyl ((3-methylpiperidin-2-yl)methyl)carbamate and 2-bromo-5-methylbenzoic acid. ESI-MS (m/z): 325, 327, [M]+, [M+2]+.

Sources & evidence

ORD record
ord-e5c8f0cc12d34483939a84bf0561aee4
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Linked notes

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