Lithium Hydroxide → 3-{2-[tert-butoxycarbonyl-(4-pyridin-4-yl-butyl)amino]ethyl}-2-(3,5-dimethylphenyl)-1H-indole-5-carboxylic acid

HRID 1458375Notes

Reaction equation

HRID 1458375 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]([C:15]1[CH:20]=[C:19]([CH3:21])[CH:18]=[C:17]([CH3:22])[CH:16]=1)=[C:9]2[CH2:23][CH2:24][N:25]([C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH2:26][CH2:27][CH2:28][CH2:29][C:30]1[CH:35]=[CH:34][N:33]=[CH:32][CH:31]=1)=[O:5])C.[OH-].[Li+]>>[C:39]([O:38][C:36]([N:25]([CH2:26][CH2:27][CH2:28][CH2:29][C:30]1[CH:31]=[CH:32][N:33]=[CH:34][CH:35]=1)[CH2:24][CH2:23][C:9]1[C:8]2[C:12](=[CH:13][CH:14]=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=2)[NH:11][C:10]=1[C:15]1[CH:20]=[C:19]([CH3:21])[CH:18]=[C:17]([CH3:22])[CH:16]=1)=[O:37])([CH3:42])([CH3:40])[CH3:41]

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 867534533-{2-[tert-butoxycarbonyl-(4-pyridin-4-yl-butyl)-amino]-ethyl}-2-(3,5-dimethylphenyl)-1H-indole-5-carboxylic acid ethyl ester

Product 1

HCID 221008763-{2-[tert-butoxycarbonyl-(4-pyridin-4-yl-butyl)amino]ethyl}-2-(3,5-dimethylphenyl)-1H-indole-5-carboxylic acid

Procedure

Prepared essentially as described in Example 9.1 Step B starting from 3-{2-[tert-butoxycarbonyl-(4-pyridin-4-yl-butyl)-amino]-ethyl}-2-(3,5-dimethylphenyl)-1H-indole-5-carboxylic acid ethyl ester and using lithium hydroxide to give the title compound.

Workup

  1. customPrepared essentially

Sources & evidence

ORD record
ord-459c954f08dd4df59fed036292d318d9
Source dataset
uspto-grants-1998_12
Patent number
US05849764

Reaction notes

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