Hydrochloric Acid → 1-[2-(Acetylamino)ethyl]-6-methoxy-1H-indole-2-carboxylic acid

HRID 1675340Notes

Reaction equation

HRID 1675340 reaction equation
[C:1]([NH:4][CH2:5][CH2:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:16][CH3:17])[CH:14]=2)[CH:9]=[C:8]1[C:18]([O:20]CC)=[O:19])(=[O:3])[CH3:2].[OH-].[Na+].O.Cl>C(O)C>[C:1]([NH:4][CH2:5][CH2:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:16][CH3:17])[CH:14]=2)[CH:9]=[C:8]1[C:18]([OH:20])=[O:19])(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 67330577Ethyl 1-[2-(acetylamino)ethyl]-6-methoxy-1H-indole-2-carboxylate

Product 1

HCID 426042121-[2-(Acetylamino)ethyl]-6-methoxy-1H-indole-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Dissolve 0.69 g of the compound obtained in Step B in 10 ml of absolute ethanol and add 2.5 ml of sodium hydroxide solution (1M) and reflux for 16 hours. Cool and add 20 ml of water and acidify the reaction mixture with hydrochloric acid (5M). Filter off the precipitate and wash it with water. The title product is obtained in the form of a white solid.

Workup

  1. temperaturereflux for 16 hours
  2. temperatureCool
  3. filtrationFilter off the precipitate
  4. washwash it with water

Sources & evidence

ORD record
ord-0fc479a3fa0e41a88541f5c975f25e63
Source dataset
uspto-grants-2011_08
Patent number
US08003682B2

Reaction notes

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