1-Methyl-4-piperidone → 5-(4-fluorophenethyl)-6-chloro-2,3,4,5-tetrahydro-2-methyl-1H-pyrido[4,3-b]indole

HRID 1465301Notes

Reaction equation

HRID 1465301 reaction equation
Br[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][CH:5]=1.Cl.[Cl:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[NH:19]N.[CH3:21][N:22]1[CH2:27][CH2:26][C:25](=O)[CH2:24][CH2:23]1>C(N(CC)CC)C>[F:10][C:7]1[CH:8]=[CH:9][C:4]([CH2:3][CH2:2][N:19]2[C:14]3[C:13]([Cl:12])=[CH:18][CH:17]=[CH:16][C:15]=3[C:24]3[CH2:23][N:22]([CH3:21])[CH2:27][CH2:26][C:25]2=3)=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 740491-Methyl-4-piperidoneHCID 4432872-Chlorophenylhydrazine hydrochlorideHCID 5731534-Fluorophenethyl bromide

Product 1

HCID 578763515-(4-fluorophenethyl)-6-chloro-2,3,4,5-tetrahydro-2-methyl-1H-pyrido[4,3-b]indole

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The title compound is prepared by following Method 8 by using 1-(2-bromoethyl)-4-fluorobenzene, 2-chlorophenylhydrazine hydrochloride, triethylamine and N-methyl-4-piperidone

Sources & evidence

ORD record
ord-6ab92bb800614b0dab1fdc2fa945bde8
Source dataset
uspto-grants-2015_04
Patent number
US08999978B2

Reaction notes

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