HCID 20400800, compound → 5-Chloro-1-methyl-2-(3-pyridyl)-3-indolehexanoic acid

HRID 1980853Notes

Reaction equation

HRID 1980853 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[C:6]([C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1)=[C:5]2[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25]CC)=[O:24]>Cl>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[C:6]([C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1)=[C:5]2[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24]

Participants

3

Reactant 1

HCID 20400800HCID 20400800, compound

Product 1

HCID 1295185-Chloro-1-methyl-2-(3-pyridyl)-3-indolehexanoic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 1.0 g of 5-chloro-3-[5-(ethoxycarbonyl)pentyl]-1-methyl-2-(3-pyridyl)indole in 20 ml of 2N aqueous hydrochloride acid is stirred and heated at reflux overnight. The mixture is cooled and the solid formed collected and dried in vacuo to give 5-chloro-3-(5-carboxypentyl)-1-methyl-2-(3-pyridyl)indole hydrochloride, m.p. 186°-189°.

Workup

  1. temperatureheated
  2. temperatureat reflux overnight
  3. temperatureThe mixture is cooled
  4. customthe solid formed
  5. customcollected
  6. customdried in vacuo

Sources & evidence

ORD record
ord-43051af7c6044a1a875f8f3d90ab3e37
Source dataset
uspto-grants-1985_04
Patent number
US04511573

Reaction notes

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