Hydrochloric Acid → HCID 22504429, compound

HRID 1814089Notes

Reaction equation

HRID 1814089 reaction equation
[F:1][C:2]1[CH:31]=[CH:30][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:13][CH:14]=3)[CH:9]=[C:8]2[C:20]2[CH:25]=[CH:24][C:23]([C:26]([O:28]C)=[O:27])=[CH:22][N:21]=2)=[CH:4][CH:3]=1.[OH-].[K+].CO.Cl>O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([S:16]([CH3:19])(=[O:17])=[O:18])=[CH:13][CH:14]=3)[CH:9]=[C:8]2[C:20]2[CH:25]=[CH:24][C:23]([C:26]([OH:28])=[O:27])=[CH:22][N:21]=2)=[CH:30][CH:31]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14797Potassium HydroxideHCID 12094551HCID 12094551, compound

Product 1

HCID 22504429HCID 22504429, compoundYield 97.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1-(4-fluorobenzyl)-5-methanesulfonyl-2-(5-methoxycarbonylpyridin-2-yl)indole (0.37 g), potassium hydroxide (0.12 g) and methanol (40 ml) was heated under reflux for 3 hours under nitrogen atmosphere. To the reaction solution was added water and the mixture was neutralized with hydrochloric acid. The precipitated crystal was filtered off. The resulting crude crystal was recrystallized (ethanol) to obtain 0.35 g of the desired product.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours under nitrogen atmosphere
  3. filtrationThe precipitated crystal was filtered off
  4. customThe resulting crude crystal was recrystallized (ethanol)

Sources & evidence

ORD record
ord-f831b8eab46a499397a6ff0aaf4e7da3
Source dataset
uspto-grants-2005_04
Patent number
US06875770B2

Reaction notes

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