Oxane-4-carbonyl chloride → Tetrahydro-pyran-4-carboxylic acid [6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-yl]-amide

HRID 548827Notes

Reaction equation

HRID 548827 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[CH2:13][O:14][C:15]1[N:20]=[N:19][C:18]([NH2:21])=[CH:17][CH:16]=1.[O:22]1[CH2:27][CH2:26][CH:25]([C:28](Cl)=[O:29])[CH2:24][CH2:23]1>>[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:3]=1[CH2:13][O:14][C:15]1[N:20]=[N:19][C:18]([NH:21][C:28]([CH:25]2[CH2:26][CH2:27][O:22][CH2:23][CH2:24]2)=[O:29])=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 2795505Oxane-4-carbonyl chlorideHCID 426297716-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-ylamine

Product 1

HCID 42629893Tetrahydro-pyran-4-carboxylic acid [6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-yl]-amideYield 91%

Procedure

As described for example 18, 6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-ylamine (280 mg, 1 mmol) was converted, using tetrahydro-2H-pyran-4-carbonyl chloride instead of methoxyacetyl chloride, to the title compound (360 mg, 91%) which was obtained as a white solid. MS: m/e=395.1 [M+H]+.

Sources & evidence

ORD record
ord-790d49bc4d5f4b37a2b7584a4c7aee6e
Source dataset
uspto-grants-2011_05
Patent number
US07943619B2

Reaction notes

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