3,5-Dimethylisoxazole-4-carboxylic acid → 3,5-Dimethyl-isoxazole-4-carboxylic acid [4-methyl-5-(1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-amide

HRID 1774863Notes

Reaction equation

HRID 1774863 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[C:5]([CH3:22])=[C:6]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]([CH3:20])[C:15](=[O:21])[CH2:14][CH2:13]3)[CH:7]=[N:8][CH:9]=1.[CH3:23][C:24]1[C:28]([C:29](O)=[O:30])=[C:27]([CH3:32])[O:26][N:25]=1>>[CH3:22][C:5]1[C:6]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]([CH3:20])[C:15](=[O:21])[CH2:14][CH2:13]3)=[CH:7][N:8]=[CH:9][C:4]=1[CH2:3][NH:2][C:29]([C:28]1[C:24]([CH3:23])=[N:25][O:26][C:27]=1[CH3:32])=[O:30]

Participants

3

Reactant 2

HCID 756363,5-Dimethylisoxazole-4-carboxylic acidHCID 866792056-(5-Aminomethyl-4-methyl-pyridin-3-yl)-1-methyl-3,4-dihydro-1H-quinolin-2-one hydrochloride

Product 1

HCID 866792073,5-Dimethyl-isoxazole-4-carboxylic acid [4-methyl-5-(1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-amide

Procedure

In analogy to the procedure described for the preparation of example 219, 6-(5-aminomethyl-4-methyl-pyridin-3-yl)-1-methyl-3,4-dihydro-1H-quinolin-2-one hydrochloride (example 222) has been coupled with 3,5-dimethyl-isoxazole-4-carboxylic acid to give the title compound as an off-white solid. MS: 405.5 (M+H+).

Sources & evidence

ORD record
ord-e16b1651d0814edf8c67c98a5542459b
Source dataset
uspto-grants-2016_02
Patent number
US09260408B2

Reaction notes

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