Isopropylamine → 6-[5-(4-Fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-N-isopropyl-nicotinamide

HRID 402358Notes

Reaction equation

HRID 402358 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[N:11][N:10]([CH3:13])[C:9]=2[CH2:14][O:15][C:16]2[CH:24]=[CH:23][C:19]([C:20]([OH:22])=O)=[CH:18][N:17]=2)=[CH:4][CH:3]=1.[CH:25]([NH2:28])([CH3:27])[CH3:26]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[N:11][N:10]([CH3:13])[C:9]=2[CH2:14][O:15][C:16]2[CH:24]=[CH:23][C:19]([C:20]([NH:28][CH:25]([CH3:27])[CH3:26])=[O:22])=[CH:18][N:17]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 674979926-[5-(4-Fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-nicotinic acid

Product 1

HCID 573342016-[5-(4-Fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-N-isopropyl-nicotinamideYield 65%

Procedure

As described for example 10b, 6-[5-(4-fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-nicotinic acid (94 mg, 0.29 mmol) was converted, using isopropylamine instead of 4-aminotetrahydropyran, to the title compound (69 mg, 65%) which was obtained as a white solid. MS: m/e=370.2 [M+H]+.

Sources & evidence

ORD record
ord-88df18aa354c41e593ab1c79b9e5cc64
Source dataset
uspto-grants-2014_06
Patent number
US08742097B2

Reaction notes

Loading…