Ethanamine, 2,2,2-trifluoro- → 6-[(5-Methyl-3-phenyl-isoxazol-4-ylmethyl)-amino]-pyridazine-3-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

HRID 548876Notes

Reaction equation

HRID 548876 reaction equation
CO[C:3]([C:5]1[N:6]=[N:7][C:8]([NH:11][CH2:12][C:13]2[C:14]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:15][O:16][C:17]=2[CH3:18])=[CH:9][CH:10]=1)=[O:4].[F:25][C:26]([F:30])([F:29])[CH2:27][NH2:28]>>[F:25][C:26]([F:30])([F:29])[CH2:27][NH:28][C:3]([C:5]1[N:6]=[N:7][C:8]([NH:11][CH2:12][C:13]2[C:14]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)=[N:15][O:16][C:17]=2[CH3:18])=[CH:9][CH:10]=1)=[O:4]

Participants

3

Reactant 2

HCID 9773Ethanamine, 2,2,2-trifluoro-HCID 671576076-[(5-Methyl-3-phenyl-isoxazol-4-ylmethyl)-amino]-pyridazine-3-carboxylic acid methyl ester

Product 1

HCID 671577806-[(5-Methyl-3-phenyl-isoxazol-4-ylmethyl)-amino]-pyridazine-3-carboxylic acid (2,2,2-trifluoro-ethyl)-amideYield 71%

Procedure

As described for example 73c, 6-[(5-methyl-3-phenyl-isoxazol-4-ylmethyl)-amino]-pyridazine-3-carboxylic acid methyl ester (100 mg, 0.3 mmol) was converted, using 2,2,2-trifluoroethylamine instead of aminomethylcyclopropane, to the title compound (86 mg, 71%) which was obtained as a light yellow foam. MS: m/e=428.1 [M+H]+.

Sources & evidence

ORD record
ord-592c558cd9e548f48ce4d53d82fcaa62
Source dataset
uspto-grants-2011_05
Patent number
US07943619B2

Reaction notes

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