1-(4-Chlorophenyl)piperazine → 4-[4-(4-Chloro-phenyl)-piperazine-1-sulfonyl]-indan-2-carboxylic acid

HRID 605551Notes

Reaction equation

HRID 605551 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C[O:15][C:16]([CH:18]1[CH2:26][C:25]2[C:20](=[CH:21][CH:22]=[CH:23][C:24]=2[S:27](Cl)(=[O:29])=[O:28])[CH2:19]1)=[O:17]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][N:11]([S:27]([C:24]3[CH:23]=[CH:22][CH:21]=[C:20]4[C:25]=3[CH2:26][CH:18]([C:16]([OH:17])=[O:15])[CH2:19]4)(=[O:29])=[O:28])[CH2:10][CH2:9]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 974781-(4-Chlorophenyl)piperazineHCID 46835233methyl 4-(chlorosulfonyl)-2,3-dihydro-1H-indene-2-carboxylate

Product 1

HCID 575653164-[4-(4-Chloro-phenyl)-piperazine-1-sulfonyl]-indan-2-carboxylic acid

Procedure

The compound 4-[4-(4-chloro-phenyl)-piperazine-1-sulfonyl]-indan-2-carboxylic acid was prepared from 1-(4-chloro-phenyl)-piperazine and 4-chlorosulfonyl-indan-2-carboxylic acid methyl ester following the procedure outlined in Example 79. 1H NMR (400 MHz, DMSO-d6): 7.58 (d, 1H), 7.56 (d, 1H), 7.43 (t, 1H), 7.23 (d, 2H), 6.92 (d, 2H), 3.50-3.41 (m, 2H), 3.40-3.29 (m, 1H), 3.28-3.13 (m, 6H), 3.12-3.04 (m, 4H); MS (ESI): 420.9 (M+H).

Sources & evidence

ORD record
ord-5dedfacc7e7749f89fc792d440184534
Source dataset
uspto-grants-2011_03
Patent number
US07915253B2

Reaction notes

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