6-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-nicotinic acid → HCID 57520013, compound

HRID 83132Notes

Reaction equation

HRID 83132 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[CH:23]=[CH:22][C:18]([C:19]([OH:21])=O)=[CH:17][N:16]=1.[NH2:24][CH2:25][C:26]1[C:27](=[O:33])[NH:28][N:29]=[C:30]([CH3:32])[CH:31]=1>>[CH3:32][C:30]1[CH:31]=[C:26]([CH2:25][NH:24][C:19](=[O:21])[C:18]2[CH:22]=[CH:23][C:15]([O:14][CH2:13][C:3]3[C:4]([C:7]4[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=4)=[N:5][O:6][C:2]=3[CH3:1])=[N:16][CH:17]=2)[C:27](=[O:33])[NH:28][N:29]=1

Participants

3

Reactant 2

HCID 665992136-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-nicotinic acidHCID 684445074-Aminomethyl-6-methyl-pyridazin-3-OL

Product 1

HCID 57520013HCID 57520013, compoundYield 83%

Procedure

As described for example 18, 6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-nicotinic acid (200 mg, 0.64 mmol) was converted using 4-aminomethyl-6-methyl-2H-pyridazin-3-one instead of aminomethyl-isoxazolidin-3-one to the title compound (SiO2, heptane:ethyl acetate:methanol=20:80:0 to 0:90:10, 231 mg, 83%) which was obtained as a white solid. MS: m/e=432.3 [M+H]+.

Sources & evidence

ORD record
ord-a149c790798d43fea7d83b7481b95034
Source dataset
uspto-grants-2014_09
Patent number
US08846719B2

Reaction notes

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