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

HRID 402362Notes

Reaction equation

HRID 402362 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](O)=[O:21])=[CH:18][N:17]=2)=[CH:4][CH:3]=1.[CH2:25]([CH2:27][NH2:28])[OH: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][CH2:27][CH2:25][OH:26])=[O:21])=[CH:18][N:17]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 674979926-[5-(4-Fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-nicotinic acid

Product 1

HCID 573343486-[5-(4-Fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-N-(2-hydroxy-ethyl)-nicotinamideYield 72%

Procedure

As described for example 10b, 6-[5-(4-fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-nicotinic acid (68 mg, 0.21 mmol) was converted, using ethanolamine instead of 4-aminotetrahydropyran, to the title compound (55 mg, 72%) which was obtained as an off white solid. MS: m/e=372.1 [M+H]+.

Sources & evidence

ORD record
ord-bb70facadfab4f88ad2e1db235a98dd4
Source dataset
uspto-grants-2014_06
Patent number
US08742097B2

Reaction notes

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