Water → HCID 66750779, compound

HRID 643942Notes

Reaction equation

HRID 643942 reaction equation
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[C:10]([NH2:23])[CH:9]=2)=[O:5])C.O.[OH-].[K+]>C(O)C>[NH2:23][C:10]1[CH:9]=[C:8]2[C:13]([CH:14]=[C:6]([C:4]([OH:5])=[O:3])[NH:7]2)=[CH:12][C:11]=1[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 66750829HCID 66750829, compound

Product 1

HCID 66750779HCID 66750779, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
75 °C

Procedure

6-Amino-5-benzyloxy-1H-indole-2-carboxylic acid ethyl ester (65, step E) (500 mg) is suspended in ethanol (15 mL). Water (10 mL) is added, followed by KOH (1M, 5 mL). The suspension is stirred at 75° C. for 2.5 h. The solvent is evaporated to afford 6-amino-5-benzyloxy-1H-indole-2-carboxylic acid.

Workup

  1. customThe solvent is evaporated

Sources & evidence

ORD record
ord-1da9dc305d9045fba8fc76cdbb2965b0
Source dataset
uspto-grants-2010_04
Patent number
US07700633B2

Reaction notes

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