Potassium Hydroxide → HCID 19709474, compound

HRID 725872Notes

Reaction equation

HRID 725872 reaction equation
[CH3:1][C:2]1([CH3:44])[CH2:7][CH2:6][CH2:5][N:4]([C:8]([CH:10]2[CH2:14][CH:13]([C:15]([O:17]C)=[O:16])[CH:12]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[F:25])[N:11]2[C:26](=[O:43])[CH2:27][NH:28][C:29]([NH:31][C:32]2[CH:37]=[CH:36][CH:35]=[C:34]([CH2:38][C:39]([O:41]C)=[O:40])[CH:33]=2)=[O:30])=[O:9])[CH2:3]1.[OH-].[K+]>O.CO>[C:39]([CH2:38][C:34]1[CH:33]=[C:32]([NH:31][C:29](=[O:30])[NH:28][CH2:27][C:26]([N:11]2[CH:12]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[F:25])[CH:13]([C:15]([OH:17])=[O:16])[CH2:14][CH:10]2[C:8]([N:4]2[CH2:5][CH2:6][CH2:7][C:2]([CH3:1])([CH3:44])[CH2:3]2)=[O:9])=[O:43])[CH:37]=[CH:36][CH:35]=1)([OH:41])=[O:40]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 86751931HCID 86751931, compound

Product 1

HCID 19709474HCID 19709474, compoundYield 36%

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 1.6 g of methyl (2RS,4RS,5SR)-2-(3,3-dimethylpiperidinocarbonyl)-5-(2-fluorophenyl)-1-{2-[3-(3-(methoxycarbonylmethyl)phenyl)ureido]acetyl}pyrrolidine-4-carboxylate and 0.3 g of potassium hydroxide in a mixture of 20 cm3 of distilled water and 40 cm3 of methanol. After treatment, there is obtained 0.55 g of (2RS,4SR,5SR)-1-{2-[3-(3-(carboxymethyl)phenyl)ureido]acetyl}-2-(3,3-dimethylpiperidinocarbonyl)-5-(2-fluorophenyl)pyrrolidine-4-carboxylic acid, melting at 173° C.

Sources & evidence

ORD record
ord-5638b687783b4adb8fb40dfac9a07110
Source dataset
uspto-grants-1998_01
Patent number
US05707991

Reaction notes

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