Methanol → HCID 9955004, compound

HRID 566900Notes

Reaction equation

HRID 566900 reaction equation
C[O:2][C:3](=[O:34])[CH2:4][O:5][C:6]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:7]=1[C:8]([C:29](=[O:33])[C:30]([NH2:32])=[O:31])=[C:9]([CH3:28])[N:10]2[CH2:15][C:16]1[CH:17]=[C:18]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:19]=[CH:20][CH:21]=1.CO.[Na]>[OH-].[Na+]>[NH2:32][C:30](=[O:31])[C:29]([C:8]1[C:7]2[C:11](=[CH:12][CH:13]=[CH:14][C:6]=2[O:5][CH2:4][C:3]([OH:34])=[O:2])[N:10]([CH2:15][C:16]2[CH:17]=[C:18]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:19]=[CH:20][CH:21]=2)[C:9]=1[CH3:28])=[O:33]

Participants

5

Reactant 3

HCID 887MethanolHCID 5360545SodiumHCID 10503986HCID 10503986, compound

Product 1

HCID 9955004HCID 9955004, compoundYield 43.4%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 956 mg (2.1 mmol) of ((3-(2-amino-1,2-dioxoethyl)-1-((1,1′-biphenyl)-3-ylmethyl)-2-methyl-1H-indol-4-yl)oxy)acetic acid methyl ester is hydrolyzed at reflux in 10 mL of 1N NaOH and 20 mL of MeOH to give 403 mg (41% yield) of ((3-(2-amino-1,2-dioxoethyl)-1-((1,1′-biphenyl)-3-ylmethyl)-2-methyl-1H-indol-4-yl)oxy)acetic acid, sodium salt, mp, greater than 265° C. Analyses for C26H21N2O5Na:

Sources & evidence

ORD record
ord-f41c907edfe244cba5fdf026918ebc7c
Source dataset
uspto-grants-2001_01
Patent number
US06177426B1

Reaction notes

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