Acetic Acid → HCID 178468095, compound

HRID 1953022Notes

Reaction equation

HRID 1953022 reaction equation
[NH2:1][C:2]([NH:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][NH:13][C:14](=[O:42])[C@@H:15]([CH2:32][CH2:33][CH2:34][NH:35][C:36]([NH2:41])=[N:37][N+]([O-])=O)[NH:16][C:17]([C:19]2[CH:30]=[C:29]([CH3:31])[C:22]3[NH:23][C:24]([CH2:26][CH2:27][CH3:28])=[N:25][C:21]=3[CH:20]=2)=[O:18])=[CH:8][CH:7]=1)=[O:3].[C:43]([OH:46])(=[O:45])[CH3:44]>[Pd]>[NH2:1][C:2]([NH:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][NH:13][C:14](=[O:42])[C@@H:15]([CH2:32][CH2:33][CH2:34][NH:35][C:36](=[NH:37])[NH2:41])[NH:16][C:17]([C:19]2[CH:30]=[C:29]([CH3:31])[C:22]3[NH:23][C:24]([CH2:26][CH2:27][CH3:28])=[N:25][C:21]=3[CH:20]=2)=[O:18])=[CH:8][CH:7]=1)=[O:3].[CH3:19][C:17]([CH2:44][C:43]([OH:46])=[O:45])=[O:18]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 178439950HCID 178439950, compound

Product 1

HCID 178468095HCID 178468095, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Prepared analogously to Example 4c) from (R)-N-[[4-(aminocarbonylaminomethyl)phenyl]methyl]-N5 -[amino(nitroimino)methyl]-N2 -[(7-methyl-2-propyl-1H-benzimidazol-5-yl)carbonyl]-ornithinamide by catalytic hydrogenation in the presence of palladium black and 80% aqueous acetic acid in a yield of 54% of theory.

Sources & evidence

ORD record
ord-1b2b5fd394d941678f29bc47a50e36bf
Source dataset
uspto-grants-2000_09
Patent number
US06114390

Reaction notes

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