Methyl 6-(2-(4-bromobenzenesulphonylamino)indan-5-yl)-6-(3-pyridyl)hex-5-enoate → 6-(2-(4-Bromobenzenesulphonylamino)indan-5-yl)-6-(3-pyridyl)hex-5-enoic acid

HRID 22114Notes

Reaction equation

HRID 22114 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH:12]2[CH2:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([C:21]([C:30]4[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=4)=[CH:22][CH2:23][CH2:24][CH2:25][C:26]([O:28]C)=[O:27])[CH:18]=3)[CH2:13]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1>C(O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH:12]2[CH2:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([C:21]([C:30]4[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=4)=[CH:22][CH2:23][CH2:24][CH2:25][C:26]([OH:28])=[O:27])[CH:18]=3)[CH2:13]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 53803137Methyl 6-(2-(4-bromobenzenesulphonylamino)indan-5-yl)-6-(3-pyridyl)hex-5-enoate

Product 1

HCID 544684286-(2-(4-Bromobenzenesulphonylamino)indan-5-yl)-6-(3-pyridyl)hex-5-enoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.7 g of methyl 6-(2-(4-bromobenzenesulphonylamino)indan-5-yl)-6-(3-pyridyl)hex-5-enoate are refluxed for 15 minutes in 30 ml of ethanol and with 1N of 15N sodium hydroxide solution. After cooling the solution is rotary evaporated and the residue is taken up in water and washed with 30 ml of methylene chloride. Then the aqueous phase is adjusted to pH 4 using hydrochloric acid. The precipitate formed is washed and dried.

Workup

  1. temperatureAfter cooling the solution
  2. customis rotary evaporated
  3. washwashed with 30 ml of methylene chloride
  4. customThe precipitate formed
  5. washis washed
  6. customdried

Sources & evidence

ORD record
ord-0771966fdf5b4f13b0902bd2bed468e6
Source dataset
uspto-grants-1995_06
Patent number
US05426119

Reaction notes

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