6-((1-(2-Fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methoxy)nicotinic acid → 6-((1-(2-Fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methoxy)-N-isopropylnicotinamide

HRID 402441Notes

Reaction equation

HRID 402441 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([CH2:13][O:14][C:15]2[CH:23]=[CH:22][C:18]([C:19]([OH:21])=O)=[CH:17][N:16]=2)=[C:11]([CH3:24])[N:10]=[N:9]1.FC1C=[CH:30][C:29]([N:32]2C(COC3C=CC(C(O)=O)=CN=3)=C(C)N=N2)=[CH:28]C=1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([CH2:13][O:14][C:15]2[CH:23]=[CH:22][C:18]([C:19]([NH:32][CH:29]([CH3:30])[CH3:28])=[O:21])=[CH:17][N:16]=2)=[C:11]([CH3:24])[N:10]=[N:9]1

Participants

3

Reactant 2

HCID 674984666-((1-(2-Fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methoxy)nicotinic acidHCID 674987456-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-nicotinic acid

Product 1

HCID 573355576-((1-(2-Fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methoxy)-N-isopropylnicotinamideYield 78%

Procedure

As described for example 62, 6-((1-(2-fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methoxy)nicotinic acid (55 mg, 0.17 mmol), instead of 6-[3-(4-fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-nicotinic acid, was converted to the title compound (48 mg, 78%) which was obtained as a white foam. MS: m/e=370.1 [M+H]+.

Sources & evidence

ORD record
ord-5c0e407227db4e4ca07507aea7c581fd
Source dataset
uspto-grants-2014_06
Patent number
US08742097B2

Reaction notes

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