6-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid ethyl ester → 4-Methyl-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid

HRID 548842Notes

Reaction equation

HRID 548842 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[N:8][C:9]([O:13][CH2:14][C:15]2[C:16]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[N:17][O:18][C:19]=2[CH3:20])=[CH:10][C:11]=1[CH3:12])=[O:5])C.C(OC(C1N=NC(OCC2C(C3C=CC=CC=3)=NOC=2C)=CC=1)=O)C>>[CH3:12][C:11]1[CH:10]=[C:9]([O:13][CH2:14][C:15]2[C:16]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)=[N:17][O:18][C:19]=2[CH3:20])[N:8]=[N:7][C:6]=1[C:4]([OH:5])=[O:3]

Participants

3

Reactant 2

HCID 426302546-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid ethyl esterHCID 426303724-Methyl-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid ethyl ester

Product 1

HCID 671581534-Methyl-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acidYield 82%

Procedure

As described for example 11a, 4-methyl-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid ethyl ester (2.30 g, 6.52 mmol), instead of 6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid ethyl ester, was converted to the title compound (1.73 g, 82%) which was obtained as an off-white solid. MS: m/e=324.4 [M−H]−.

Sources & evidence

ORD record
ord-89916ed01d5b4b7f8d769672d0ad5589
Source dataset
uspto-grants-2011_05
Patent number
US07943619B2

Reaction notes

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