1-Benzyl-4-(2-chloroethyl)piperazine → 5'-Phenyl-1'-[2-[4-(phenylmethyl)-1-piperazinyl]ethyl]spiro[1,3-dioxolane-2,3'-[3H]indol]-2'(1'H)-one

HRID 1081277Notes

Reaction equation

HRID 1081277 reaction equation
[C:1]1([C:7]2[CH:8]=[C:9]3[C:13](=[CH:14][CH:15]=2)[NH:12][C:11](=[O:16])[C:10]23[O:20][CH2:19][CH2:18][O:17]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[CH2:22][CH2:23][N:24]1[CH2:29][CH2:28][N:27]([CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH2:26][CH2:25]1>>[C:1]1([C:7]2[CH:8]=[C:9]3[C:13](=[CH:14][CH:15]=2)[N:12]([CH2:22][CH2:23][N:24]2[CH2:29][CH2:28][N:27]([CH2:30][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[CH2:26][CH2:25]2)[C:11](=[O:16])[C:10]23[O:17][CH2:18][CH2:19][O:20]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 47416341-Benzyl-4-(2-chloroethyl)piperazineHCID 233638795'-phenylspiro[1,3-dioxolane-2,3'-[3H]indol]-2'(1'H)-one

Product 1

HCID 233638645'-Phenyl-1'-[2-[4-(phenylmethyl)-1-piperazinyl]ethyl]spiro[1,3-dioxolane-2,3'-[3H]indol]-2'(1'H)-one

Procedure

Following the general method of Example 14, 5'-phenylspiro[1,3-dioxolane-2,3'-[3H]indol]-2'(1'H)-one and 1-(2-chloroethyl)-4-(phenylmethyl)piperazine were reacted together to give the title compound. 13C Nmr (d6 -acetone) 173.9, 144.5, 141.0, 139.6, 136.6, 130.7, 129.7, 129.6, 128.9, 127.9, 127.6, 127.3, 126.2, 124.1, 110.6, 102.7, 66.5, 63.3, 55.6, 54.0, 53.8 and 38.0 ppm.

Workup

  1. customwere reacted together

Sources & evidence

ORD record
ord-8d96650a012141159de05dcd2a24156a
Source dataset
uspto-grants-1996_12
Patent number
US05585378

Reaction notes

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