Thiomorpholine 1,1-dioxide → (1,1-Dioxo-1lambda6-thiomorpholin-4-yl)-[4-methyl-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-yl]-methanone

HRID 548846Notes

Reaction equation

HRID 548846 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]2[C:11]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:12][O:13][C:14]=2[CH3:15])[N:5]=[N:4][C:3]=1[C:22]([OH:24])=O.[NH:25]1[CH2:30][CH2:29][S:28](=[O:32])(=[O:31])[CH2:27][CH2:26]1>>[O:31]=[S:28]1(=[O:32])[CH2:29][CH2:30][N:25]([C:22]([C:3]2[N:4]=[N:5][C:6]([O:8][CH2:9][C:10]3[C:11]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)=[N:12][O:13][C:14]=3[CH3:15])=[CH:7][C:2]=2[CH3:1])=[O:24])[CH2:26][CH2:27]1

Participants

3

Reactant 2

HCID 6484228Thiomorpholine 1,1-dioxideHCID 671581534-Methyl-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid

Product 1

HCID 67158370(1,1-Dioxo-1lambda6-thiomorpholin-4-yl)-[4-methyl-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-yl]-methanoneYield 72%

Procedure

As described for example 44, 4-methyl-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid (200 mg, 0.61 mmol) was converted, using thiomorpholine 1,1-dioxide instead of 4-amino-tetrahydropyran, to the title compound (SiO2, heptane:ethyl acetate=100:0 to 60:40, 195 mg, 72%) which was obtained as a colourless crystalline solid. MS: m/e=443.2 [M+H]−.

Sources & evidence

ORD record
ord-553f3f271a354f069e5b231b74bc31ff
Source dataset
uspto-grants-2011_05
Patent number
US07943619B2

Reaction notes

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