Hydrochloric Acid → HCID 68690559, compound

HRID 12619Notes

Reaction equation

HRID 12619 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([CH:11]([CH3:14])[C:12]#N)=[CH:5][NH:6]2.[OH-:15].[K+].Cl.C([OH:20])C>C(O)CO>[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([CH:11]([CH3:14])[C:12]([OH:20])=[O:15])=[CH:5][NH:6]2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 686961552-(4-bromo-1H-indol-3-yl)propanenitrile

Product 1

HCID 68690559HCID 68690559, compound

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Conditions

Temperature
120 °C

Procedure

The compound prepared in Example 51, namely, 2-(4-bromo-1H-indol-3-yl)propanenitrile (184 mg) was dissolved in a mixture of ethanol (1 mL) and ethylene glycol (1 mL) and an aqueous 20% potassium hydroxide solution (0.5 mL) was added, and then the mixture was stirred overnight at 120° C. The reaction mixture was ice-cooled and then neutralized with 2M hydrochloric acid. The precipitated crystal was collected by filtration to obtain the titled compound having the following physical properties (155 mg).

Workup

  1. temperaturecooled
  2. filtrationThe precipitated crystal was collected by filtration

Sources & evidence

ORD record
ord-18c7108f9b7b495bb89c863858504bb5
Source dataset
uspto-grants-2010_06
Patent number
US07728023B2

Reaction notes

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