N-cyclopropyl-1-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidin-4-amine → 5-(4-Cyano-2-fluoro-phenyl)-isoxazole-3-carboxylic acid cyclopropyl-[1-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-piperidin-4-yl]-amide

HRID 1409772Notes

Reaction equation

HRID 1409772 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:13][N:12]=[C:11]([C:14]([OH:16])=O)[CH:10]=2)=[C:5]([F:17])[CH:4]=1)#[N:2].[CH:18]1([NH:21][CH:22]2[CH2:27][CH2:26][N:25]([C:28]3[O:32][N:31]=[C:30]([CH:33]([CH3:35])[CH3:34])[N:29]=3)[CH2:24][CH2:23]2)[CH2:20][CH2:19]1>>[CH:18]1([N:21]([CH:22]2[CH2:27][CH2:26][N:25]([C:28]3[O:32][N:31]=[C:30]([CH:33]([CH3:35])[CH3:34])[N:29]=3)[CH2:24][CH2:23]2)[C:14]([C:11]2[CH:10]=[C:9]([C:6]3[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][C:5]=3[F:17])[O:13][N:12]=2)=[O:16])[CH2:19][CH2:20]1

Participants

3

Reactant 2

HCID 68290028N-cyclopropyl-1-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidin-4-amineHCID 710937375-(4-Cyano-2-fluorophenyl)-1,2-oxazole-3-carboxylic acid

Product 1

HCID 866861795-(4-Cyano-2-fluoro-phenyl)-isoxazole-3-carboxylic acid cyclopropyl-[1-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-piperidin-4-yl]-amide

Procedure

The title compound is prepared from 5-(4-cyano-2-fluoro-phenyl)-isoxazole-3-carboxylic acid and cyclopropyl-[1-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-piperidin-4-yl]-amine following a procedure analogous to that described in Example 18. LC (method 18): tR=1.23 min; Mass spectrum (ESI+): m/z=465 [M+H]+.

Sources & evidence

ORD record
ord-01578c0daa80426ca05c6bdf135cd498
Source dataset
uspto-grants-2014_12
Patent number
US08921398B2

Reaction notes

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