6-{[3-(5-Chloro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethyl]-amino}-pyridazine-3-carboxylic acid ethyl ester → 6-{[3-(5-Chloro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethyl]-amino}-pyridazine-3-carboxylic acid

HRID 548917Notes

Reaction equation

HRID 548917 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[N:8][C:9]([NH:12][CH2:13][C:14]2[C:15]([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][N:21]=3)=[N:16][O:17][C:18]=2[CH3:19])=[CH:10][CH:11]=1)=[O:5])C.COC(C1C=NC(OCC2C(C3C=CC(Cl)=CC=3)=NOC=2)=CN=1)=O>>[Cl:26][C:23]1[CH:24]=[CH:25][C:20]([C:15]2[C:14]([CH2:13][NH:12][C:9]3[N:8]=[N:7][C:6]([C:4]([OH:5])=[O:3])=[CH:11][CH:10]=3)=[C:18]([CH3:19])[O:17][N:16]=2)=[N:21][CH:22]=1

Participants

3

Reactant 2

HCID 671576846-{[3-(5-Chloro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethyl]-amino}-pyridazine-3-carboxylic acid ethyl esterHCID 671578395-[3-(4-Chloro-phenyl)-isoxazol-4-ylmethoxy]-pyrazine-2-carboxylic acid methyl ester

Product 1

HCID 671577246-{[3-(5-Chloro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethyl]-amino}-pyridazine-3-carboxylic acidYield 92%

Procedure

As described for example 112a, 6-{[3-(5-chloro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethyl]-amino}-pyridazine-3-carboxylic acid ethyl ester (405 mg, 1.1 mmol) was converted, instead of 5-[3-(4-chloro-phenyl)-isoxazol-4-ylmethoxy]-pyrazine-2-carboxylic acid methyl ester, to the title compound (346 mg, 92%) which was obtained as an off white solid. MS: m/e=343.9 [M−H]−.

Sources & evidence

ORD record
ord-17fe4f5097ed49fd8885cbaeb79cec08
Source dataset
uspto-grants-2011_05
Patent number
US07943619B2

Reaction notes

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