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

HRID 548878Notes

Reaction equation

HRID 548878 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].[NH2:25][CH:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1>>[O:29]1[CH2:30][CH2:31][CH:26]([NH:25][C:3]([C:5]2[N:6]=[N:7][C:8]([NH:11][CH2:12][C:13]3[C:14]([C:19]4[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=4)=[N:15][O:16][C:17]=3[CH3:18])=[CH:9][CH:10]=2)=[O:4])[CH2:27][CH2:28]1

Participants

3

Reactant 2

HCID 4192234-AminotetrahydropyranHCID 671576076-[(5-Methyl-3-phenyl-isoxazol-4-ylmethyl)-amino]-pyridazine-3-carboxylic acid methyl ester

Product 1

HCID 671588216-[(5-Methyl-3-phenyl-isoxazol-4-ylmethyl)-amino]-pyridazine-3-carboxylic acid (tetrahydro-pyran-4-yl)-amideYield 78%

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 4-aminotetrahydropyran instead of aminomethylcyclopropane, to the title compound (95 mg, 78%) which was obtained as a light yellow foam. MS: m/e=394.3 [M+H]+.

Sources & evidence

ORD record
ord-d34ca4e77152459bbaa88c41ef3b2eb5
Source dataset
uspto-grants-2011_05
Patent number
US07943619B2

Reaction notes

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