Acetic Acid → N2 (Diphenylacetyl)-N-[(1H-indol-5-yl) methyl]-argininamide acetate

HRID 52588Notes

Reaction equation

HRID 52588 reaction equation
[NH2:1][C:2](=[N:37][N+:38]([O-])=O)[NH:3][CH2:4][CH2:5][CH2:6][C@@H:7]([C:24]([NH:26][CH2:27][C:28]1[CH:29]=[C:30]2[C:34](=[CH:35][CH:36]=1)[NH:33][CH:32]=[CH:31]2)=[O:25])[NH:8][C:9](=[O:23])[CH:10]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[C:41]([OH:44])(=[O:43])[CH3:42]>[Pd]>[N:37]#[N:38].[C:17]1([CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:9]([NH:8][C@H:7]([C:24]([NH:26][CH2:27][C:28]2[CH:29]=[C:30]3[C:34](=[CH:35][CH:36]=2)[NH:33][CH:32]=[CH:31]3)=[O:25])[CH2:6][CH2:5][CH2:4][NH:3][C:2](=[NH:1])[NH2:37])=[O:23])[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1.[C:41]([O-:44])(=[O:43])[CH3:42]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 136381104HCID 136381104, compound

Product 1

HCID 178476730N2 (Diphenylacetyl)-N-[(1H-indol-5-yl) methyl]-argininamide acetateYield 54%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Prepared analogously to Example 1c) from N5 -[amino(nitroimino)methyl]-N2 -(diphenylacetyl)-N-[(1H-indol-5-yl)methyl]-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-bc7c2b265dab44cf8d65451939da42e6
Source dataset
uspto-grants-1997_04
Patent number
US05616620

Reaction notes

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