2-Chloro-5-fluoro-1,3-benzoxazole → ((2S,3R)-2-(((5-Fluorobenzo[d]oxazol-2-yl)amino)methyl)-3-methylpiperidin-1-yl)(5-methyl-2-(pyrimidin-2-yl)phenyl)methanone

HRID 61140Notes

Reaction equation

HRID 61140 reaction equation
[NH2:1][CH2:2][C@@H:3]1[C@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][N:4]1[C:10]([C:12]1[CH:17]=[C:16]([CH3:18])[CH:15]=[CH:14][C:13]=1[C:19]1[N:24]=[CH:23][CH:22]=[CH:21][N:20]=1)=[O:11].Cl[C:26]1[O:27][C:28]2[CH:34]=[CH:33][C:32]([F:35])=[CH:31][C:29]=2[N:30]=1>>[F:35][C:32]1[CH:33]=[CH:34][C:28]2[O:27][C:26]([NH:1][CH2:2][C@@H:3]3[C@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][N:4]3[C:10]([C:12]3[CH:17]=[C:16]([CH3:18])[CH:15]=[CH:14][C:13]=3[C:19]3[N:20]=[CH:21][CH:22]=[CH:23][N:24]=3)=[O:11])=[N:30][C:29]=2[CH:31]=1

Participants

3

Reactant 2

HCID 141698172-Chloro-5-fluoro-1,3-benzoxazoleHCID 117727676((2S,3R)-2-(aminomethyl)-3-methylpiperidin-1-yl)(5-methyl-2-(pyrimidin-2-yl)phenyl)methanone

Product 1

HCID 117728249((2S,3R)-2-(((5-Fluorobenzo[d]oxazol-2-yl)amino)methyl)-3-methylpiperidin-1-yl)(5-methyl-2-(pyrimidin-2-yl)phenyl)methanone

Procedure

The title compound was prepared following the same general protocol as described for Example A2 using ((2S,3R)-2-(aminomethyl)-3-methylpiperidin-1-yl)(5-methyl-2-(pyrimidin-2-yl)phenyl)methanone and 2-chloro-5-fluorobenzo[d]oxazole. MS (ESI) 460 (M+H).

Sources & evidence

ORD record
ord-5fc7e30d22af4ea484222c2e66cc3a79
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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