Ethanamine, 2,2,2-trifluoro- → 6-(3-Pyridin-2-yl-isoxazol-4-ylmethoxy)-N-(2,2,2-trifluoro-ethyl)-nicotinamide

HRID 1521322Notes

Reaction equation

HRID 1521322 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:11]([CH2:12][O:13][C:14]2[CH:22]=[CH:21][C:17]([C:18]([OH:20])=O)=[CH:16][N:15]=2)=[CH:10][O:9][N:8]=1.[F:23][C:24]([F:28])([F:27])[CH2:25][NH2:26]>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:11]([CH2:12][O:13][C:14]2[CH:22]=[CH:21][C:17]([C:18]([NH:26][CH2:25][C:24]([F:28])([F:27])[F:23])=[O:20])=[CH:16][N:15]=2)=[CH:10][O:9][N:8]=1

Participants

3

Reactant 2

HCID 9773Ethanamine, 2,2,2-trifluoro-HCID 684452576-(3-Pyridin-2-yl-isoxazol-4-ylmethoxy)-nicotinic acid

Product 1

HCID 684444036-(3-Pyridin-2-yl-isoxazol-4-ylmethoxy)-N-(2,2,2-trifluoro-ethyl)-nicotinamideYield 65%

Procedure

As described for example 358 g, 6-(3-pyridin-2-yl-isoxazol-4-ylmethoxy)-nicotinic acid (100 mg, 0.34 mmol) was converted using 2,2,2-trifluoroethylamine instead of 4-aminotetrahydropyran to the title compound (83 mg, 65%) which was obtained as a white solid. MS: m/e=379.3 [M+H]+.

Sources & evidence

ORD record
ord-903bbd8e841e4fffb3290e5655b01ac2
Source dataset
uspto-grants-2015_07
Patent number
US09073908B2

Reaction notes

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