Citric Acid → HCID 66852095, compound

HRID 254194Notes

Reaction equation

HRID 254194 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:11]([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)(=[O:13])=[O:12])[CH:6]=[C:5]2[CH2:21][N:22]1[CH2:27][CH2:26][N:25]([CH3:28])[CH2:24][CH2:23]1.[C:29]([OH:41])(=[O:40])[CH2:30][C:31]([CH2:36][C:37]([OH:39])=[O:38])([C:33]([OH:35])=[O:34])[OH:32]>C(OCC)C>[C:29]([OH:41])(=[O:40])[CH2:30][C:31]([CH2:36][C:37]([OH:39])=[O:38])([C:33]([OH:35])=[O:34])[OH:32].[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:11]([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)(=[O:13])=[O:12])[CH:6]=[C:5]2[CH2:21][N:22]1[CH2:27][CH2:26][N:25]([CH3:28])[CH2:24][CH2:23]1

Participants

4

Reactant 2

HCID 311Citric AcidHCID 10027518HCID 10027518, compound

Product 1

HCID 66852095HCID 66852095, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To the saturated solution of 5-Bromo-1-(4-fluorobenzenesulfonyl)-3-(4-methylpiperazin-1-ylmethyl)-1H-indole (2.3 g) in diethyl ether, the saturated solution of citric acid in diethyl ether was added slowly under cooling and stirring. The mass was stirred till solid separates out. The crystalline solid was isolated by filtration, washed with hexane, ethyl acetate and dried quickly under vacuum over phosphorous pentoxide. IR spectra (cm−1): 1159, 1182, 1376, 1590, 1723; Mass (m/z): 466 (M+H)+, 468 (M+H)+.

Workup

  1. temperatureunder cooling
  2. stirringThe mass was stirred till solid separates out
  3. customThe crystalline solid was isolated by filtration
  4. washwashed with hexane, ethyl acetate
  5. dry with materialdried quickly under vacuum over phosphorous pentoxide

Sources & evidence

ORD record
ord-34c47c8c96c1426f831c6119739c079a
Source dataset
uspto-grants-2011_01
Patent number
US07875605B2

Reaction notes

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