Ethanolamine → N-(2-Hydroxy-ethyl)-6-(3-methyl-5-pyridin-2-yl-3H-[1,2,3]triazol-4-ylmethoxy)-nicotinamide

HRID 402381Notes

Reaction equation

HRID 402381 reaction equation
[CH3:1][N:2]1[C:6]([CH2:7][O:8][C:9]2[CH:17]=[CH:16][C:12]([C:13]([OH:15])=O)=[CH:11][N:10]=2)=[C:5]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[N:4]=[N:3]1.[CH2:24]([CH2:26][NH2:27])[OH:25]>>[OH:25][CH2:24][CH2:26][NH:27][C:13](=[O:15])[C:12]1[CH:16]=[CH:17][C:9]([O:8][CH2:7][C:6]2[N:2]([CH3:1])[N:3]=[N:4][C:5]=2[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)=[N:10][CH:11]=1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 674982816-(3-Methyl-5-pyridin-2-yl-3H-[1,2,3]triazol-4-ylmethoxy)-nicotinic acid

Product 1

HCID 57334650N-(2-Hydroxy-ethyl)-6-(3-methyl-5-pyridin-2-yl-3H-[1,2,3]triazol-4-ylmethoxy)-nicotinamideYield 90%

Procedure

As described for example 26b, 6-(3-methyl-5-pyridin-2-yl-3H-[1,2,3]triazol-4-ylmethoxy)-nicotinic acid (80 mg, 0.26 mmol) was converted, using ethanolamine instead of 4-aminotetrahydropyran, to the title compound (82 mg, 90%) which was obtained as an off white solid. MS: m/e=355.2 [M+H]+.

Sources & evidence

ORD record
ord-a937372cf836496bb030c3af00c3d1cb
Source dataset
uspto-grants-2014_06
Patent number
US08742097B2

Reaction notes

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