(3-(Trifluoromethyl)-1,2,4-oxadiazol-5-YL)methanamine → 6-(cyclopropylmethoxy)-5-(3,4-difluorophenyl)-N-((3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)methyl)nicotinamide

HRID 1026087Notes

Reaction equation

HRID 1026087 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[C:14]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[C:17]([F:22])[CH:16]=3)=[CH:13][C:9]([C:10]([OH:12])=O)=[CH:8][N:7]=2)[CH2:3][CH2:2]1.[F:23][C:24]([F:33])([F:32])[C:25]1[N:29]=[C:28]([CH2:30][NH2:31])[O:27][N:26]=1>>[CH:1]1([CH2:4][O:5][C:6]2[C:14]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[C:17]([F:22])[CH:16]=3)=[CH:13][C:9]([C:10]([NH:31][CH2:30][C:28]3[O:27][N:26]=[C:25]([C:24]([F:33])([F:32])[F:23])[N:29]=3)=[O:12])=[CH:8][N:7]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 55263061(3-(Trifluoromethyl)-1,2,4-oxadiazol-5-YL)methanamineHCID 666786196-(Cyclopropylmethoxy)-5-(3,4-difluorophenyl)nicotinic acid

Product 1

HCID 569294666-(cyclopropylmethoxy)-5-(3,4-difluorophenyl)-N-((3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)methyl)nicotinamide

Procedure

The title compound was synthesized in analogy to Example 1 using 6-(cyclopropylmethoxy)-5-(3,4-difluorophenyl)-nicotinic acid (example CD) and 3-trifluoromethyl-[1,2,4]oxadiazol-5-methanamine (example AK) as starting materials; LC-MS (UV peak area/ESI) 100.0%, 455.1 (M+H)+.

Sources & evidence

ORD record
ord-1f174160b5e44386989b119dd5d8736e
Source dataset
uspto-grants-2014_05
Patent number
US08729105B2

Reaction notes

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