Hydrochloric Acid → HCID 70896199, compound

HRID 2403673Notes

Reaction equation

HRID 2403673 reaction equation
[C:1]([C:4]1[NH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[C:8]([C:13]([O:15]CC)=[O:14])[CH:7]=2)(=[O:3])[NH2:2].[OH-].[Na+].Cl>CO>[C:1]([C:4]1[NH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[C:8]([C:13]([OH:15])=[O:14])[CH:7]=2)(=[O:3])[NH2:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70896164HCID 70896164, compound

Product 1

HCID 70896199HCID 70896199, compoundYield 103.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl 2-carbamoyl-1H-indole-6-carboxylate (3.3 g, 14 mmol) in methanol (50 mL) was added 1 N aqueous sodium hydroxide (71 mL, 71 mmol). The reaction was stirred at room temperature for 17 hours. Then the reaction was acidified to pH 2-3 using 6 N aqueous hydrochloric acid. The resulting precipitate was collected by filtration and dried under vacuum to afford the title compound (2.97 g, 100%). −APCI (M−H) 203.4.

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. customdried under vacuum

Sources & evidence

ORD record
ord-5e8bf109a5c94ffe992b44f9749252ec
Source dataset
uspto-grants-2014_08
Patent number
US08802688B2

Reaction notes

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