N,N-Dimethylaminoethyl chloride hydrochloride → 1-{3-[Bis(4-methoxyphenyl)methyl]-1-(2-dimethylaminoethyl)indol-2-ylcarbonyl}-4-(2-chlorophenyl)piperazine

HRID 442854Notes

Reaction equation

HRID 442854 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:34]2[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[CH:36][CH:35]=2)[C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:12][C:11]=2[C:19]([N:21]2[CH2:26][CH2:25][N:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[Cl:33])[CH2:23][CH2:22]2)=[O:20])=[CH:5][CH:4]=1.Cl.[CH3:43][N:44]([CH3:48])[CH2:45][CH2:46]Cl>>[CH3:41][O:40][C:37]1[CH:36]=[CH:35][C:34]([CH:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]([CH2:46][CH2:45][N:44]([CH3:48])[CH3:43])[C:11]=2[C:19]([N:21]2[CH2:22][CH2:23][N:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[Cl:33])[CH2:25][CH2:26]2)=[O:20])=[CH:39][CH:38]=1

Participants

3

Reactant 2

HCID 11636816N,N-Dimethylaminoethyl chloride hydrochlorideHCID 70147134HCID 70147134, compound

Product 1

HCID 701466281-{3-[Bis(4-methoxyphenyl)methyl]-1-(2-dimethylaminoethyl)indol-2-ylcarbonyl}-4-(2-chlorophenyl)piperazineYield 67%

Procedure

Substantially the same procedure as in Example 2 was repeated using Compound 29 (1.0 g, 1.77 mmol) obtained in Example 29 and 2-dimethylaminoethylchloride hydrochloride (266 mg, 1.85 mmol) to give 0.75 g (yield: 67%) of the title compound.

Sources & evidence

ORD record
ord-137ed8bf79a24c52a6028ab875756ee0
Source dataset
uspto-grants-1999_04
Patent number
US05891902

Reaction notes

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