8-Bromo-6-chloroquinoline → 1-(6-Chloro-8-quinolinyl)-4-piperidinone
Reaction equation
Br[C:2]1[CH:3]=[C:4]([Cl:12])[CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.N1C2C(=CC=CC=2[N:23]2[CH2:28][CH2:27][C:26](=[O:29])[CH2:25][CH2:24]2)C=CC=1>>[Cl:12][C:4]1[CH:5]=[C:6]2[C:11](=[C:2]([N:23]3[CH2:28][CH2:27][C:26](=[O:29])[CH2:25][CH2:24]3)[CH:3]=1)[N:10]=[CH:9][CH:8]=[CH:7]2Participants
3
Procedure
This compound was prepared from the known 8-bromo-6-chloroquinoline (Lachowicz et al., Rocz. Chem., 40:1848 (1966)) using a synthetic sequence and reagents identical to those described for the synthesis of 1-quinolin-8-yl-piperidin-4-one (Step 5, Example A, above). The compound was obtained as an off-white solid; MP: 223-225° C.; MS (ES) m/z (relative intensity): 261 (M+H)+ (100).
Workup
- customThe compound was obtained as an off-white solid
Sources & evidence
- ORD record