3-Amino-4-picoline → 3-(3,4-Dimethyl-benzoyl)-8-methyl-1H-[1,5]naphthyridin-4-one
Reaction equation
CO[C:3](=[O:18])[C:4]([C:8](=[O:17])[C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[C:11]([CH3:16])[CH:10]=1)=[CH:5]OC.[CH3:19][C:20]1[CH:25]=[CH:24][N:23]=[CH:22][C:21]=1[NH2:26]>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH3:16][C:11]1[CH:10]=[C:9]([CH:14]=[CH:13][C:12]=1[CH3:15])[C:8]([C:4]1[C:3](=[O:18])[C:22]2[C:21](=[C:20]([CH3:19])[CH:25]=[CH:24][N:23]=2)[NH:26][CH:5]=1)=[O:17]Participants
4
Procedure
Experimental conditions analogous to those described for Step 1 of Example 1 were used with 0.50 g (2.01 mmol) 2-(3,4-Dimethyl-benzoyl)-3-methoxy-acrylic acid methyl ester, 0.22 g (2.01 mmol) of 4-Methyl-pyridin-3-ylamine, and 30 mL of diphenyl ether to yield 94.4 mg of 3-(3,4-Dimethyl-benzoyl)-8-methyl-1H-[1,5]naphthyridin-4-one as a brown solid.