1-Bromo-4-chlorobutane → 1-{3-{Bis[4-(methoxymethoxy)phenyl]methyl}-1-(4-chlorobutyl)indol-2-ylcarbonyl}-4-(2-chlorophenyl)piperazine

HRID 442879Notes

Reaction equation

HRID 442879 reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([C:36]2[CH:41]=[CH:40][C:39]([O:42][CH2:43][O:44][CH3:45])=[CH:38][CH:37]=2)[C:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[NH:14][C:13]=2[C:21]([N:23]2[CH2:28][CH2:27][N:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[Cl:35])[CH2:25][CH2:24]2)=[O:22])=[CH:7][CH:6]=1.Br[CH2:47][CH2:48][CH2:49][CH2:50][Cl:51]>>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([CH:11]([C:36]2[CH:37]=[CH:38][C:39]([O:42][CH2:43][O:44][CH3:45])=[CH:40][CH:41]=2)[C:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]([CH2:47][CH2:48][CH2:49][CH2:50][Cl:51])[C:13]=2[C:21]([N:23]2[CH2:28][CH2:27][N:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[Cl:35])[CH2:25][CH2:24]2)=[O:22])=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 813641-Bromo-4-chlorobutaneHCID 158589011-{3-{Bis[4-(methoxymethoxy)phenyl]methyl}indol-2-ylcarbonyl}-4-(2-chlorophenyl)piperazine

Product 1

HCID 701441031-{3-{Bis[4-(methoxymethoxy)phenyl]methyl}-1-(4-chlorobutyl)indol-2-ylcarbonyl}-4-(2-chlorophenyl)piperazineYield 93%

Procedure

Substantially the same procedure as in Reference Example 2 was repeated using Compound 1 (5.0 g, 7.99 mmol) and 1-bromo-4-chlorobutane (1.0 ml, 8.78 mmol) to give 5.3 g (yield: 93%) of the title compound.

Sources & evidence

ORD record
ord-6b31bfdda20c4fd28ef9e7cc5858c77f
Source dataset
uspto-grants-1999_04
Patent number
US05891902

Reaction notes

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