Hydrochloric Acid → HCID 86692446, compound

HRID 1748483Notes

Reaction equation

HRID 1748483 reaction equation
[OH-].[Na+].C([O:5][C:6]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([CH:17]3[CH2:19][CH2:18]3)[CH:15]=2)[N:10]([CH3:20])[CH:9]=1)=[O:7])C.Cl>C(O)C>[CH:17]1([C:14]2[CH:15]=[C:16]3[C:11](=[CH:12][CH:13]=2)[N:10]([CH3:20])[CH:9]=[C:8]3[C:6]([OH:7])=[O:5])[CH2:18][CH2:19]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86692445HCID 86692445, compound

Product 1

HCID 86692446HCID 86692446, compoundYield 86.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

1N Aqueous solution of sodium hydroxide (16 ml) was added at room temperature to a solution of 5-cyclopropyl-1-methyl-1H-indole-3-carboxylic acid ethyl ester (802 mg) in ethanol (16 ml) and stirred at 70° C. for 12 hours. After completion of the reaction, the reaction solution was cooled to room temperature and 1N hydrochloric acid aqueous solution was added until the solution became pH 1-2. The precipitated solid was collected by filtration to give the titled compound (615 mg) as a brown solid.

Workup

  1. customAfter completion of the reaction
  2. temperaturethe reaction solution was cooled to room temperature
  3. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-e15db54093474dd99d3785524bb700fa
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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