8-Bromo-6-chloroquinoline → 1-(6-Chloro-8-quinolinyl)-4-piperidinone

HRID 2241979Notes

Reaction equation

HRID 2241979 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]2

Participants

3

Reactant 2

HCID 218182138-Bromo-6-chloroquinolineHCID 592048421-Quinolin-8-yl-piperidin-4-one

Product 1

HCID 592048441-(6-Chloro-8-quinolinyl)-4-piperidinone

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

  1. customThe compound was obtained as an off-white solid

Sources & evidence

ORD record
ord-410a0d60cd1244209318ed2d06be95c7
Source dataset
uspto-grants-2010_03
Patent number
US07671056B2

Reaction notes

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