5-Methyl-2-(thiazol-2-yl)benzoic acid → ((2S,3R)-2-(((5-Chlorobenzo[d]oxazol-2-yl)amino)methyl)-3-methylpiperidin-1-yl)(5-methyl-2-(thiazol-2-yl)phenyl)methanone

HRID 60944Notes

Reaction equation

HRID 60944 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:11]2[S:12][CH:13]=[CH:14][N:15]=2)=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[Cl:16][C:17]1[CH:18]=[CH:19][C:20]2[O:24][C:23]([NH:25][CH2:26][C@@H:27]3[C@H:32]([CH3:33])[CH2:31][CH2:30][CH2:29][NH:28]3)=[N:22][C:21]=2[CH:34]=1>>[Cl:16][C:17]1[CH:18]=[CH:19][C:20]2[O:24][C:23]([NH:25][CH2:26][C@@H:27]3[C@H:32]([CH3:33])[CH2:31][CH2:30][CH2:29][N:28]3[C:7]([C:6]3[CH:10]=[C:2]([CH3:1])[CH:3]=[CH:4][C:5]=3[C:11]3[S:12][CH:13]=[CH:14][N:15]=3)=[O:9])=[N:22][C:21]=2[CH:34]=1

Participants

3

Reactant 2

HCID 1177278935-Methyl-2-(thiazol-2-yl)benzoic acidHCID 1177280155-Chloro-N-(((2S,3R)-3-methylpiperidin-2-yl)methyl)benzo[d]oxazol-2-amine

Product 1

HCID 117728137((2S,3R)-2-(((5-Chlorobenzo[d]oxazol-2-yl)amino)methyl)-3-methylpiperidin-1-yl)(5-methyl-2-(thiazol-2-yl)phenyl)methanone

Procedure

The title compound was prepared following the same general protocol as described in Example A1, using 5-methyl-2-(thiazol-2-yl)benzoic acid and 5-chloro-N-(((2S,3R)-3-methylpiperidin-2-yl)methyl)benzo[d]oxazol-2-amine. ESI-MS (m/z): 481 [M+1]+.

Sources & evidence

ORD record
ord-7552aad449424eaebb50abf1483f6144
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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