Dimethylamine → 1-(6-Bromo-pyridin-2-ylmethyl)-3-(6-dimethylamino-pyridine-3-carbonyl)-1H-quinolin-4-one
Reaction equation
[Br:1][C:2]1[N:7]=[C:6]([CH2:8][N:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12](=[O:19])[C:11]([C:20]([C:22]3[CH:23]=[N:24][C:25](Cl)=[CH:26][CH:27]=3)=[O:21])=[CH:10]2)[CH:5]=[CH:4][CH:3]=1.[CH3:29][NH:30][CH3:31]>>[Br:1][C:2]1[N:7]=[C:6]([CH2:8][N:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12](=[O:19])[C:11]([C:20]([C:22]3[CH:23]=[N:24][C:25]([N:30]([CH3:31])[CH3:29])=[CH:26][CH:27]=3)=[O:21])=[CH:10]2)[CH:5]=[CH:4][CH:3]=1Participants
3
Procedure
Experimental conditions analogous to those described for Example 141, from 42 mg (0.092 mmol) of 1-(6-bromo-pyridin-2-ylmethyl)-3-(6-chloro-pyridine-3-carbonyl)-1H-quinolin-4-one and 1 mL 2 M dimethylamine solution. Yield: 17 mg of a yellow powder. LC-MSD, m/z for C23H19BrN4O2 [M+H]+=463.0, 465.0; HPLC retention time: 0.6 min.
Sources & evidence
- ORD record
- ord-4a105281731e44efad52bbfcff688ec3
- Source dataset
- uspto-grants-2009_07
- Patent number
- US07557213B2
Reaction notes
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