Potassium Hydroxide → HCID 19709466, compound

HRID 725880Notes

Reaction equation

HRID 725880 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:37])[NH:32][CH2:33][CH:34]([CH3:36])[CH3:35])[CH2:10][CH:9]1[S:38]([C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)(=[O:40])=[O:39].[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](=[O:17])[NH:18][C:19]2[CH:20]=[C:21]([CH2:25][C:26]([OH:28])=[O:27])[CH:22]=[CH:23][CH:24]=2)[CH:11]([C:31](=[O:37])[NH:32][CH2:33][CH:34]([CH3:36])[CH3:35])[CH2:10][CH:9]1[S:38]([C:41]1[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1)(=[O:39])=[O:40]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 67656246HCID 67656246, compound

Product 1

HCID 19709466HCID 19709466, compoundYield 50.1%

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 3.75 g of (2RS,4SR,5RS)-5-(2-flurophenyl)-2-isobutylcarbamoyl-1-{2-[3-(3-(methoxycarbonylmethyl)phenyl)ureido]acetyl}-4-(phenylsulphonyl)pyrrolidine and 0.32 g of potassium hydroxide in a mixture of 55 cm3 of distilled water and 140 cm3 of methanol. After treatment, there are obtained 1.84 g of (2RS,4SR,5RS)-3-{3-[2-(5-(2-fluorophenyl)-2-isobutylcarbamoyl-4-phenylsulphonyl-1-pyrrolidinyl)-2-oxoethyl]ureido}phenylacetic acid [Rf =0.73; eluent: methylene chloride/methanol (80/20)].

Sources & evidence

ORD record
ord-31d17943ed3840daa06fa392861d909d
Source dataset
uspto-grants-1998_01
Patent number
US05707991

Reaction notes

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