HCID 57027732, compound → HCID 67781137, compound
Reaction equation
[CH3:1][N:2]([C@@H:16]([C:31]1[CH:36]=[CH:35][C:34]([O:37]CC2C=CC=CC=2)=[CH:33][CH:32]=1)[CH2:17][N:18]1[CH2:22][CH2:21][C@H:20]([O:23]CC2C=CC=CC=2)[CH2:19]1)[C:3](=[O:15])[CH2:4][C:5]1[CH:14]=[CH:13][C:8]2[NH:9][C:10](=[O:12])[NH:11][C:7]=2[CH:6]=1.[H][H]>C(OCC)(=O)C>[CH3:1][N:2]([C@@H:16]([C:31]1[CH:32]=[CH:33][C:34]([OH:37])=[CH:35][CH:36]=1)[CH2:17][N:18]1[CH2:22][CH2:21][C@H:20]([OH:23])[CH2:19]1)[C:3](=[O:15])[CH2:4][C:5]1[CH:14]=[CH:13][C:8]2[NH:9][C:10](=[O:12])[NH:11][C:7]=2[CH:6]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 1 g of N-methyl-N-[(1S)-1-(p-benzyloxyphenyl)-2-((3S)-3-benzyloxypyrrolidino)ethyl]-2-(2-oxo-2,3-dihydrobenzimidazol-5-yl)acetamide in 25 ml of ethyl acetate is hydrogenated on 0.5 g of 5% Pd--C at 20° and under 1 bar until hydrogen uptake ceases, the mixture is filtered, the filtrate is evaporated, and N-methyl-N-[(1S)-1-(p-hydroxyphenyl)-2-((3S)-3-hydroxypyrrolidino)ethyl]-2-(2-oxo-2,3-dihydrobenzimidazol-5-yl)acetamide is obtained.
Workup
- filtrationthe mixture is filtered
- customthe filtrate is evaporated
Sources & evidence
- ORD record
- ord-ab8292e8480d4811b2fe51b938c5bbc4
- Source dataset
- uspto-grants-1995_12
- Patent number
- US05472961
Reaction notes
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