HCID 86751919, compound → HCID 19709468, compound

HRID 725865Notes

Reaction equation

HRID 725865 reaction equation
[CH3:1][C:2]1([CH3:54])[CH2:7][CH2:6][CH2:5][N:4]([C:8]([CH:10]2[CH2:14][CH:13]([S:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)(=[O:17])=[O:16])[CH:12]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[F:30])[N:11]2[C:31](=[O:53])[CH2:32][NH:33][C:34](=[O:52])[NH:35][C:36]2[CH:37]=[C:38]([CH:49]=[CH:50][CH:51]=2)[C:39]([O:41]CC2C=CC=CC=2)=[O:40])=[O:9])[CH2:3]1>C(O)C.[Pd]>[CH3:1][C:2]1([CH3:54])[CH2:7][CH2:6][CH2:5][N:4]([C:8]([CH:10]2[CH2:14][CH:13]([S:15]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)(=[O:16])=[O:17])[CH:12]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[F:30])[N:11]2[C:31](=[O:53])[CH2:32][NH:33][C:34](=[O:52])[NH:35][C:36]2[CH:37]=[C:38]([CH:49]=[CH:50][CH:51]=2)[C:39]([OH:41])=[O:40])=[O:9])[CH2:3]1

Participants

4

Reactant 1

HCID 86751919HCID 86751919, compound

Product 1

HCID 19709468HCID 19709468, compoundYield 24.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A The reaction is carried out in a way analogous to that described in Example 2A, but from 1.6 g of benzyl (2RS,4RS,5RS)-3-{3-[2-(2-(3,3-dimethylpiperidino)carbonyl-5-(2-fluorophenyl)-4-phenylsulphonyl-1-pyrrolidinyl)-2-oxoethyl]ureido}benzoate and 0.15 g of 10% palladium-on-charcoal in 100 cm3 of ethanol. After treatment, there is obtained 0.35 g of (2RS,4RS,5RS)-3-{3-[2-(2-(3,3-dimethylpiperidino)carbonyl-5-(2-fluorophenyl)-4-phenylsulphonyl-1-pyrrolidinyl)-2-oxoethyl}ureido}benzoic acid, melting at 258° C.

Sources & evidence

ORD record
ord-926d110f4e8747e9925ff75042e598fd
Source dataset
uspto-grants-1998_01
Patent number
US05707991

Reaction notes

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