Maleic Acid → HCID 66852080, compound

HRID 254193Notes

Reaction equation

HRID 254193 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:36])(=[O:35])/[CH:30]=[CH:31]\[C:32]([OH:34])=[O:33]>C(OCC)C>[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]\[C:32]([OH:34])=[O:33].[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 444266Maleic AcidHCID 10027518HCID 10027518, compound

Product 1

HCID 66852080HCID 66852080, 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 maleic 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): 1157, 1182, 1384, 1572, 1622, 1692; 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-7b002c65b6244b2b99a23344a485cd27
Source dataset
uspto-grants-2011_01
Patent number
US07875605B2

Reaction notes

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