Dimethylformamide → N-(5-(diethylamino)pentan-2-yl)-3-(6-formyl-3,4-dihydroquinolin-1(2H)-yl)propanamide
Reaction equation
[CH2:1]([N:3]([CH2:24][CH3:25])[CH2:4][CH2:5][CH2:6][CH:7]([NH:9][C:10](=[O:23])[CH2:11][CH2:12][N:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16][CH2:15][CH2:14]1)[CH3:8])[CH3:2].O=P(Cl)(Cl)Cl.CN([CH:34]=[O:35])C>>[CH2:24]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][CH2:6][CH:7]([NH:9][C:10](=[O:23])[CH2:11][CH2:12][N:13]1[C:22]2[C:17](=[CH:18][C:19]([CH:34]=[O:35])=[CH:20][CH:21]=2)[CH2:16][CH2:15][CH2:14]1)[CH3:8])[CH3:25]Participants
4
Procedure
The procedure was carried out as described previously in step (a) of Example 5 with Compound 10 (2.64 g, 7.6 mmol), POCl3 (1.5 mL, 15.3 mmol), and DMF (27 mL). Compound 11 was obtained (1.44 g, 51%) as a viscous brown liquid and used without any further purification. The structure of Compound 11 is given below:
Sources & evidence
- ORD record
- ord-8550dec7a1ca492a91976158b5ccbcfb
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08476443B2
Reaction notes
Loading…