Sodium Hydroxide → HCID 71075509, compound

HRID 2170715Notes

Reaction equation

HRID 2170715 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C@@H:11]([NH:13][C:14]([C:16]2[CH:17]=[C:18]3[C:22](=[CH:23][CH:24]=2)[N:21]([CH:25]([C:27]2[CH:39]=[CH:38][C:30]([O:31][C@@H:32]([CH3:37])[C:33]([O:35]C)=[O:34])=[CH:29][CH:28]=2)[CH3:26])[C:20]([CH3:40])=[C:19]3[CH3:41])=[O:15])[CH3:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CO.CN(C=O)C>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([C@@H:11]([NH:13][C:14]([C:16]2[CH:17]=[C:18]3[C:22](=[CH:23][CH:24]=2)[N:21]([CH:25]([C:27]2[CH:28]=[CH:29][C:30]([O:31][C@@H:32]([CH3:37])[C:33]([OH:35])=[O:34])=[CH:38][CH:39]=2)[CH3:26])[C:20]([CH3:40])=[C:19]3[CH3:41])=[O:15])[CH3:12])=[CH:9][CH:10]=1)([CH3:3])([CH3:2])[CH3:4]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 71075736HCID 71075736, compound

Product 1

HCID 71075509HCID 71075509, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of (2S)-methyl 2-(4-(1-(5-(((S)-1-(4-(tert-butyl)phenyl)ethyl)carbamoyl)-2,3-dimethyl-1H-indol-1-yl)ethyl)phenoxy)propanoate (˜0.07 mmol) and NaOH (2 M, 0.2 mL) in MeOH (2 mL) and DMF (1 mL) was stirred at rt for 5 h. It was neutralized and purified by preparative HPLC to yield the title compound as a white solid. ESI-MS (m/z): 541 [M+H]+.

Workup

  1. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-fe90e903da7c42e9877e7df1282e74f8
Source dataset
uspto-grants-2015_06
Patent number
US09051265B2

Reaction notes

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