Dimethylamine → HCID 22637164, compound
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:27]=[CH:28][C:29]=1[F:30])[NH:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([O:22][CH2:23][CH3:24])=[C:13]([NH:16][C:17](=[O:21])[CH:18]=[CH:19][CH3:20])[CH:14]=2)[N:9]=[CH:8][C:7]=1[C:25]#[N:26].[CH3:31][NH:32][CH3:33]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:27]=[CH:28][C:29]=1[F:30])[NH:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([O:22][CH2:23][CH3:24])=[C:13]([NH:16][C:17](=[O:21])[CH2:18][CH:19]([N:32]([CH3:33])[CH3:31])[CH3:20])[CH:14]=2)[N:9]=[CH:8][C:7]=1[C:25]#[N:26]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of N-[4-(3-chloro-4-fluoroanilino)-3-cyano-7-ethoxy-6-quinolinyl]-2-butenamide (0.212 g, 0.50 mmol) in 25 ml of 2.0 M dimethylamine in tetrahydrofuran was added 0.02 ml of 40% aqueous Triton B. After 66 h at 25° C. the solution was concentrated, and the residue was partitioned between methylene chloride and water. The residue from the organic layer was dissolved in ether, and the solution was passed onto a pad of hydrous magnesium silicate. The pad was washed with ether and ethyl acetate to give the product as an amber foam after evaporation (0.23 g). Mass spectrum (electrospray, m/e) 469.9 (M+H)+, 235.5 (M+2H)+2.