Sodium Hydroxide → HCID 71075453, compound

HRID 2170723Notes

Reaction equation

HRID 2170723 reaction equation
[CH:1]1([C:4]2[CH:5]=[C:6]([C@@H:10]([NH:12][C:13]([C:15]3[CH:16]=[C:17]4[C:21](=[CH:22][CH:23]=3)[N:20]([CH2:24][C:25]3[CH:26]=[C:27]([CH:32]=[CH:33][CH:34]=3)[C:28]([O:30]C)=[O:29])[C:19]([CH3:35])=[C:18]4[CH3:36])=[O:14])[CH3:11])[CH:7]=[CH:8][CH:9]=2)[CH2:3][CH2:2]1.[OH-].[Na+]>CO.CS(C)=O>[CH:1]1([C:4]2[CH:5]=[C:6]([C@@H:10]([NH:12][C:13]([C:15]3[CH:16]=[C:17]4[C:21](=[CH:22][CH:23]=3)[N:20]([CH2:24][C:25]3[CH:26]=[C:27]([CH:32]=[CH:33][CH:34]=3)[C:28]([OH:30])=[O:29])[C:19]([CH3:35])=[C:18]4[CH3:36])=[O:14])[CH3:11])[CH:7]=[CH:8][CH:9]=2)[CH2:2][CH2:3]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 71099832HCID 71099832, compound

Product 1

HCID 71075453HCID 71075453, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 887MethanolSolvent

Procedure

A solution of (S)-Methyl 3-((5-((1-(3-cyclopropylphenyl)ethyl)carbamoyl)-2,3-dimethyl-1H-indol-1-yl)methyl)benzoate (˜0.07 mmol) and NaOH (2 M, 0.5 mL) in MeOH (2 mL) and DMSO (1 mL) was stirred at rt for 15 h. It was neutralized and purified by preparative HPLC to yield the title compound as a white solid. ESI-MS (m/z): 467 [M+H]+.

Workup

  1. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-4afbe8cd72554817ac22763daf2c2e5a
Source dataset
uspto-grants-2015_06
Patent number
US09051265B2

Reaction notes

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