HCID 18412432, compound → HCID 18412560, compound

HRID 50388Notes

Reaction equation

HRID 50388 reaction equation
[ClH:1].[C:2]1([N:8]([CH2:32][CH2:33][CH2:34][O:35]CC2C=CC=CC=2)[C:9]([C:11]2[CH:31]=[CH:30][C:14]3[N:15]([CH3:29])[C:16]([CH2:18][NH:19][C:20]4[CH:25]=[CH:24][C:23]([C:26](=[NH:28])[NH2:27])=[CH:22][CH:21]=4)=[N:17][C:13]=3[CH:12]=2)=[O:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>[Pd].CO>[ClH:1].[C:2]1([N:8]([CH2:32][CH2:33][CH2:34][OH:35])[C:9]([C:11]2[CH:31]=[CH:30][C:14]3[N:15]([CH3:29])[C:16]([CH2:18][NH:19][C:20]4[CH:25]=[CH:24][C:23]([C:26](=[NH:27])[NH2:28])=[CH:22][CH:21]=4)=[N:17][C:13]=3[CH:12]=2)=[O:10])[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 18412432HCID 18412432, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18412560HCID 18412560, compoundYield 61%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Prepared from 1-methyl-2-[N-(4-amidinophenyl)aminomethyl]benzimidazol-5-yl-carboxylic acid-N-phenyl-N-(3-benzyloxy-n-propyl)amide hydrochloride by hydrogenation over palladium/charcoal (10%) at 5 bar hydrogen pressure and at ambient temperature. Yield: 61% of theory, C26H28N6O2 (456.6); Rf value: 0.70 (Reversed Phase silica gel RP-18; methanol/5% aqueous saline solution=9:1); EKA mass spectrum: (M+H)+=457; (M+H+Na)++=240.

Sources & evidence

ORD record
ord-88ac15066b6a464c8bcdf04687679a8e
Source dataset
uspto-grants-2004_03
Patent number
US06710055B2

Reaction notes

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