2-(1H-imidazol-1-yl)-5-methylbenzoic acid → (2-(1H-Imidazol-1-yl)-5-methylphenyl)((2S,3R)-2-(((5-chlorobenzo[d]oxazol-2-yl)amino)methyl)-3-methylpiperidin-1-yl)methanone

HRID 60949Notes

Reaction equation

HRID 60949 reaction equation
[N:1]1([C:6]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][C:7]=2[C:8]([OH:10])=O)[CH:5]=[CH:4][N:3]=[CH:2]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][NH:28]3)=[N:22][C:21]=2[CH:34]=1>>[N:1]1([C:6]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][C:7]=2[C:8]([N:28]2[CH2:29][CH2:30][CH2:31][C@@H:32]([CH3:33])[C@H:27]2[CH2:26][NH:25][C:23]2[O:24][C:20]3[CH:19]=[CH:18][C:17]([Cl:16])=[CH:34][C:21]=3[N:22]=2)=[O:10])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

3

Reactant 2

HCID 545929282-(1H-imidazol-1-yl)-5-methylbenzoic acidHCID 1177280155-Chloro-N-(((2S,3R)-3-methylpiperidin-2-yl)methyl)benzo[d]oxazol-2-amine

Product 1

HCID 117727927(2-(1H-Imidazol-1-yl)-5-methylphenyl)((2S,3R)-2-(((5-chlorobenzo[d]oxazol-2-yl)amino)methyl)-3-methylpiperidin-1-yl)methanone

Procedure

The title compound was prepared following the same general protocol as described in Example A1, using 2-(1H-imidazol-1-yl)-5-methylbenzoic acid and 5-chloro-N-(((2S,3R)-3-methylpiperidin-2-yl)methyl)benzo[d]oxazol-2-amine. ESI-MS (m/z): 464 [M+1]+.

Sources & evidence

ORD record
ord-66ccbe7b39dc4d67b9f60199b452a4c9
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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