Diethylamine → ethyl 6-chloro-2-(N,N-diethylaminomethyl)-4-phenylquinoline-3-carboxylate

HRID 266144Notes

Reaction equation

HRID 266144 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH2:12]Cl)[C:6]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[C:5]2[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[CH2:25]([NH:27][CH2:28][CH3:29])[CH3:26]>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH2:12][N:27]([CH2:28][CH3:29])[CH2:25][CH3:26])[C:6]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[C:5]2[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 8021DiethylamineHCID 14417743Ethyl 6-chloro-2-(chloromethyl)-4-phenyl-3-quinolinecarboxylate

Product 1

HCID 14417747ethyl 6-chloro-2-(N,N-diethylaminomethyl)-4-phenylquinoline-3-carboxylate

Procedure

According to the same manner as that described in Example 33, ethyl 6-chloro-2-chloromethyl-4-phenylquinoline-3-carboxylate was reacted with diethylamine to give ethyl 6-chloro-2-(N,N-diethylaminomethyl)-4-phenylquinoline-3-carboxylate. This compound was recrystallized from ethanol. Colorless prisms, mp. 107°-108° C.

Sources & evidence

ORD record
ord-741a65828ec247d49dff949b12c03b5b
Source dataset
uspto-grants-1997_07
Patent number
US05650410

Reaction notes

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