Potassium Hydroxide → HCID 19709606, compound

HRID 725871Notes

Reaction equation

HRID 725871 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[N:12]([C:13](=[O:30])[CH2:14][NH:15][C:16]([NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][C:26]([O:28]C)=[O:27])[CH:20]=2)=[O:17])[CH:11]([C:31](=[O:40])[N:32]([CH3:39])[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH2:10][CH:9]1[C:41]([O:43]C)=[O:42].[OH-].[K+]>O.CO>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[N:12]([C:13](=[O:30])[CH2:14][NH:15][C:16]([NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][C:26]([OH:28])=[O:27])[CH:20]=2)=[O:17])[CH:11]([C:31](=[O:40])[N:32]([CH3:39])[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH2:10][CH:9]1[C:41]([OH:43])=[O:42]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 86751928HCID 86751928, compound

Product 1

HCID 19709606HCID 19709606, compoundYield 47.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A The reaction is carried out in a way analogous to that described in Example 3, but from 1.1 g of methyl (2RS,4RS,5SR)-5-(2-fluorophenyl)-1-{2-[3-(3-(methoxycarbonylmethyl)phenyl)ureido]acetyl}-2-(methylphenylcarbamoyl)pyrrolidine-4-carboxylate and 0.21 g of potassium hydroxide in a mixture of 20 cm3 of distilled water and 40 cm3 of methanol. After treatment, there is obtained 0.5 g of (2RS,4SR,5SR)-5-(2-fluorophenyl)-1-{2-[3-(3-(carboxymethyl)phenyl)ureido]acetyl}-2-(methylphenylcarbamoyl)pyrrolidine-4-carboxylic acid, melting at 164° C.

Sources & evidence

ORD record
ord-d403357391c144728f08c14bcd6928ca
Source dataset
uspto-grants-1998_01
Patent number
US05707991

Reaction notes

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