6-[3-(5-Fluoro-pyridin-2-yl)-isoxazol-4-ylmethoxy]-pyridazine-3-carboxylic acid ethyl ester → 6-[3-(5-Fluoro-pyridin-2-yl)-isoxazol-4-ylmethoxy]-pyridazine-3-carboxylic acid

HRID 548933Notes

Reaction equation

HRID 548933 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[N:8][C:9]([O:12][CH2:13][C:14]2[C:15]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][N:20]=3)=[N:16][O:17][CH:18]=2)=[CH:10][CH:11]=1)=[O:5])C.COC(C1C=NC(OCC2C(C3C=CC(Cl)=CC=3)=NOC=2)=CN=1)=O>>[F:25][C:22]1[CH:23]=[CH:24][C:19]([C:15]2[C:14]([CH2:13][O:12][C:9]3[N:8]=[N:7][C:6]([C:4]([OH:5])=[O:3])=[CH:11][CH:10]=3)=[CH:18][O:17][N:16]=2)=[N:20][CH:21]=1

Participants

3

Reactant 2

HCID 671574596-[3-(5-Fluoro-pyridin-2-yl)-isoxazol-4-ylmethoxy]-pyridazine-3-carboxylic acid ethyl esterHCID 671578395-[3-(4-Chloro-phenyl)-isoxazol-4-ylmethoxy]-pyrazine-2-carboxylic acid methyl ester

Product 1

HCID 671586136-[3-(5-Fluoro-pyridin-2-yl)-isoxazol-4-ylmethoxy]-pyridazine-3-carboxylic acidYield 94%

Procedure

As described for example 112a, 6-[3-(5-fluoro-pyridin-2-yl)-isoxazol-4-ylmethoxy]-pyridazine-3-carboxylic acid ethyl ester (405 mg, 1.18 mmol) was converted, instead of 5-[3-(4-chloro-phenyl)-isoxazol-4-ylmethoxy]-pyrazine-2-carboxylic acid methyl ester, to the title compound (349 mg, 94%) which was obtained as an off white solid. MS: m/e=315.1 [M−H]−.

Sources & evidence

ORD record
ord-5ed9a04caa204d8099cb5ca28b9a6187
Source dataset
uspto-grants-2011_05
Patent number
US07943619B2

Reaction notes

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