4-Aminotetrahydropyran → 6-{[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-amino}-pyridazine-3-carboxylic acid (tetrahydro-pyran-4-yl)-amide

HRID 548887Notes

Reaction equation

HRID 548887 reaction equation
C(O[C:4]([C:6]1[N:7]=[N:8][C:9]([NH:12][CH2:13][C:14]2[C:15]([C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)=[N:16][O:17][C:18]=2[CH3:19])=[CH:10][CH:11]=1)=[O:5])C.[NH2:27][CH:28]1[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1>>[O:31]1[CH2:32][CH2:33][CH:28]([NH:27][C:4]([C:6]2[N:7]=[N:8][C:9]([NH:12][CH2:13][C:14]3[C:15]([C:20]4[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=4)=[N:16][O:17][C:18]=3[CH3:19])=[CH:10][CH:11]=2)=[O:5])[CH2:29][CH2:30]1

Participants

3

Reactant 2

HCID 4192234-AminotetrahydropyranHCID 671578636-{[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-amino}-pyridazine-3-carboxylic acid ethyl ester

Product 1

HCID 671582006-{[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-amino}-pyridazine-3-carboxylic acid (tetrahydro-pyran-4-yl)-amideYield 62%

Procedure

As described for example 81, 6-{[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-amino}-pyridazine-3-carboxylic acid ethyl ester (89 mg, 0.25 mmol) was converted, using 4-aminotetrahydropyran instead of aminomethylcyclopropane, to the title compound (64 mg, 62%) which was obtained as a white foam. MS: m/e=412.5 [M+H]+.

Sources & evidence

ORD record
ord-a2da2416ae0448b4ab6ef092e6729afd
Source dataset
uspto-grants-2011_05
Patent number
US07943619B2

Reaction notes

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