Potassium Hydroxide → Ethyl 3-amino-6-chloro-1H-indole-2-carboxylate

HRID 1376111Notes

Reaction equation

HRID 1376111 reaction equation
[OH-].[K+].[CH2:3]([O:5][C:6]([C:8]1[N:9](C(=O)C)[C:10]2[C:15]([C:16]=1[NH2:17])=[CH:14][CH:13]=[C:12]([Cl:18])[CH:11]=2)=[O:7])[CH3:4]>O>[NH2:17][C:16]1[C:15]2[C:10](=[CH:11][C:12]([Cl:18])=[CH:13][CH:14]=2)[NH:9][C:8]=1[C:6]([O:5][CH2:3][CH3:4])=[O:7]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 69007483HCID 69007483, compound

Product 1

HCID 34180395Ethyl 3-amino-6-chloro-1H-indole-2-carboxylateYield 81.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Add 1N ethanolic potassium hydroxide solution (100 mL) to 3-amino-1-(ethanoyl)-6-chloro-1H-indole-2-carboxylic acid ethyl ester (3.5 g, 12.5 mmol) and permit the reaction to stand for 20 min. Pour the resulting slurry into water at 5° C. with rapid stirring. Age at 0° C. for 10 min., collect the solid, wash it with water dry it at 40° C. under vacuum and obtain 2.42 g (81%) of the title compound: MS 239(M+H).

Workup

  1. customthe reaction
  2. waitAge at 0° C. for 10 min.
  3. customcollect the solid
  4. washwash it with water
  5. customdry it at 40° C. under vacuum

Sources & evidence

ORD record
ord-0c7bba0958e940ac8be0f943b65e2338
Source dataset
uspto-grants-2007_01
Patent number
US07169925B2

Reaction notes

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