5-Methyl-2-(4-methyl-2-pyrimidinyl)benzoic acid → ((2S,3R)-2-(((5-Chlorobenzo[d]oxazol-2-yl)amino)methyl)-3-methylpiperidin-1-yl)(5-methyl-2-(4-methylpyrimidin-2-yl)phenyl)methanone

HRID 60952Notes

Reaction equation

HRID 60952 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:11]2[N:16]=[C:15]([CH3:17])[CH:14]=[CH:13][N:12]=2)=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[Cl:18][C:19]1[CH:20]=[CH:21][C:22]2[O:26][C:25]([NH:27][CH2:28][C@@H:29]3[C@H:34]([CH3:35])[CH2:33][CH2:32][CH2:31][NH:30]3)=[N:24][C:23]=2[CH:36]=1>>[Cl:18][C:19]1[CH:20]=[CH:21][C:22]2[O:26][C:25]([NH:27][CH2:28][C@@H:29]3[C@H:34]([CH3:35])[CH2:33][CH2:32][CH2:31][N:30]3[C:7]([C:6]3[CH:10]=[C:2]([CH3:1])[CH:3]=[CH:4][C:5]=3[C:11]3[N:16]=[C:15]([CH3:17])[CH:14]=[CH:13][N:12]=3)=[O:9])=[N:24][C:23]=2[CH:36]=1

Participants

3

Reactant 2

HCID 1177276415-Methyl-2-(4-methyl-2-pyrimidinyl)benzoic acidHCID 1177280155-Chloro-N-(((2S,3R)-3-methylpiperidin-2-yl)methyl)benzo[d]oxazol-2-amine

Product 1

HCID 117727751((2S,3R)-2-(((5-Chlorobenzo[d]oxazol-2-yl)amino)methyl)-3-methylpiperidin-1-yl)(5-methyl-2-(4-methylpyrimidin-2-yl)phenyl)methanone

Procedure

The title compound was prepared following the same general protocol as described in Example A1, using 5-methyl-2-(4-methylpyrimidin-2-yl)benzoic acid and 5-chloro-N-(((2S,3R)-3-methylpiperidin-2-yl)methyl)benzo[d]oxazol-2-amine. ESI-MS (m/z): 490 [M+1]+.

Sources & evidence

ORD record
ord-63d76e9c035a4c409542ce72ce2ef30b
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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