Hydrochloric Acid → Quinoline, 2-phenyl-4-(2-(1-(2-phenylethyl)-4-piperidinyl)ethyl)-

HRID 2164599Notes

Reaction equation

HRID 2164599 reaction equation
Cl.[C:2]1([C:8]2[CH:17]=[C:16]([CH2:18][CH2:19][CH:20]3[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]3)[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:26]1([CH2:32][CH2:33]Br)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:26]1([CH2:32][CH2:33][N:23]2[CH2:24][CH2:25][CH:20]([CH2:19][CH2:18][C:16]3[C:15]4[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=4)[N:9]=[C:8]([C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[CH:17]=3)[CH2:21][CH2:22]2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7666Phenethyl bromideHCID 11430Potassium CarbonateHCID 712192-Phenyl-4-(2-(4-piperidinyl)ethyl)quinoline

Product 1

HCID 3062095Quinoline, 2-phenyl-4-(2-(1-(2-phenylethyl)-4-piperidinyl)ethyl)-

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The operation is as in Example 21, starting from 9.3 g of the monohydrochloride of 2-phenyl-4-[2-(4-piperidyl)-ethyl]-quinoline, prepared as indicated in Example 16, 7.3 g of 2-phenyl-ethyl bromide and 18.1 g of potassium carbonate, in suspension in 130 ml of dimethylformamide. 8.3 g are obtained of 4-{2-[1-(2-phenyl-ethyl)-4-piperidyl]-ethyl}-2-phenyl-quinoline melting at 80° C.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-3ae3161932dc4ef7b0bc41b848a0b799
Source dataset
uspto-grants-1985_03
Patent number
US04505916

Reaction notes

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