Hydrochloric Acid → 4-(6-Chloro-pyridin-2-yloxy)-1H-indole-2-carboxylic acid

HRID 1929193Notes

Reaction equation

HRID 1929193 reaction equation
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[C:12]([O:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[N:17]=1)[CH:11]=[CH:10][CH:9]=2)=[O:5])C.[OH-].[Na+].Cl>CO>[Cl:22][C:18]1[N:17]=[C:16]([O:15][C:12]2[CH:11]=[CH:10][CH:9]=[C:8]3[C:13]=2[CH:14]=[C:6]([C:4]([OH:5])=[O:3])[NH:7]3)[CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 860660324-(6-Chloro-pyridin-2-yloxy)-1H-indole-2-carboxylic acid ethyl ester

Product 1

HCID 866499444-(6-Chloro-pyridin-2-yloxy)-1H-indole-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

160 (100 mg, 0.315 mmol) is dissolved in 4 ml of methanol and treated with a solution of NaOH (1 ml, 2N). The mixture is stirred 1 hour at room temperature. The reaction mixture is acidified with HCl (1 ml, 2N) and evaporated. The crude mixture is used in the next step without further purification.

Workup

  1. customevaporated
  2. customThe crude mixture is used in the next step without further purification

Sources & evidence

ORD record
ord-2aeab44d78df435c890c08d62120e798
Source dataset
uspto-grants-2012_05
Patent number
US08183366B2

Reaction notes

Loading…