Methanol → HCID 86750543, compound

HRID 975998Notes

Reaction equation

HRID 975998 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]([NH:12][C:13](=[O:37])[NH:14][CH2:15][C:16]([N:18]2[CH:29]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[F:36])[CH2:28][CH2:27][CH:19]2C(OC(C)(C)C)=O)=[O:17])[CH:9]=[CH:10][CH:11]=1)=[O:5])C.[OH-:38].[K+].[CH3:40][OH:41]>O>[C:6]([O:38][CH:19]1[C:27](=[C:40]=[O:41])[CH2:28][CH:29]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[F:36])[N:18]1[C:16](=[O:17])[CH2:15][NH:14][C:13](=[O:37])[NH:12][C:8]1[CH:7]=[C:6]([CH:11]=[CH:10][CH:9]=1)[C:4]([OH:3])=[O:5])([CH3:7])([CH3:11])[CH3:4]

Participants

5

Reactant 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 131719910HCID 131719910, compound

Product 1

HCID 86750543HCID 86750543, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The operation is carried out in a fashion similar to that described in Example 9, but starting from 1.1 g of tert-butyl (2RS,5SR)-1-{2-[3-(3-ethoxycarbonylphenyl)ureido]acetyl}-5-(2-fluorophenyl)-prolinate in solution in 30 cm3 of methanol and 0.12 g of potassium hydroxide dissolved in 15 cm3 of water. After treatment and recrystallization in diisopropyl ether, 0.4 g of (2RS,5SR)-3-{3-{2-[2-tert-butoxy-carbonyl-5-(2-fluorophenyl)-1-pyrrolidinyl]-2-oxoethyl}ureido}benzoic acid, melting at 180° C., is obtained.

Workup

  1. customAfter treatment and recrystallization in diisopropyl ether

Sources & evidence

ORD record
ord-60d7a2a2af1f48f296f55d28cfb9f5a3
Source dataset
uspto-grants-1997_03
Patent number
US05610144

Reaction notes

Loading…