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

HRID 2110142Notes

Reaction equation

HRID 2110142 reaction equation
C1C2C(=CC=CC=2)CC1C(O)=O.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[CH:16][CH:15]=1.C[O:27][C:28]([CH:30]1[CH2:38][C:37]2[C:32](=[CH:33][CH:34]=[CH:35][C:36]=2[S:39](Cl)(=[O:41])=[O:40])[CH2:31]1)=[O:29]>>[Cl:13][C:14]1[CH:15]=[CH:16][C:17]([N:20]2[CH2:25][CH2:24][N:23]([S:39]([C:36]3[CH:35]=[CH:34][CH:33]=[C:32]4[C:37]=3[CH2:38][CH:30]([C:28]([OH:29])=[O:27])[CH2:31]4)(=[O:41])=[O:40])[CH2:22][CH2:21]2)=[CH:18][CH:19]=1

Participants

4

Reactant 3

HCID 974781-(4-Chlorophenyl)piperazineHCID 5757772-Indancarboxylic AcidHCID 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

4-|4-(4-Chloro-phenyl)-piperazine-1-sulfonyl|-indan-2-carboxylic acid. 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): δ 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-abb07e55aa924efd9543baa892fd8765
Source dataset
uspto-grants-2009_04
Patent number
US07517884B2

Reaction notes

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