6-Methyl-1,2,3,4-tetrahydroquinoline → 6-Methyl-1-(2-nitrophenyl)-1,2,3,4-tetrahydroquinoline

Reaction equation

[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH2:7][CH2:6][CH2:5]2.F[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N+:19]([O-:21])=[O:20].FC1C=CC2N3CCC4C3=C(C=CC=4)C(N3CCN(C)CC3)=NC=2C=1>>[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N+:19]([O-:21])=[O:20])[CH2:7][CH2:6][CH2:5]2

Participants

Reactant 3

HCID 666786-Methyl-1,2,3,4-tetrahydroquinoline

HCID 738951-Fluoro-2-nitrobenzene

HCID 138232889-Flouro-6-(4-methyl-1-piperazinyl)-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine

Product 1

HCID 212976566-Methyl-1-(2-nitrophenyl)-1,2,3,4-tetrahydroquinoline

Procedure

Starting with 6-methyl-1,2,3,4-tetrahydroquinoline and 2-fluoronitrobenzene and following steps 1a to 1f of Example 2, one may obtain, in sequence, 6-methyl-1-(2-nitrophenyl)-1,2,3,4 -tetrahydroquinoline, 1-(2-aminophenyl)-6-methyl-1,2,3,4-tetratetrahydroquinol. 1-(2-aminophenyl)-6-methyl-1,2,3,4-tetrahydroquinoline N-[2-(6-methyl-1-phenyl)-1,2,3,4-tetrahydrohydroquinoline, -1-yl]-4-methyl-1-piperazine carboxamide, and 5-methyl-7-(4-methyl-1-piperazinyl)-2,3-dihydro-1H-quino[18-ab][1,5]-benzodiazepine.