HCID 67746822, compound → HCID 18993041, compound

HRID 375532Notes

Reaction equation

HRID 375532 reaction equation
[C:1]1([N:7]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14]/[CH:15]=[CH:16]\[C:17]3[CH:22]=[CH:21][C:20]([C:23]4[NH:27][C:26]5[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=5[N:24]=4)=[CH:19][CH:18]=3)[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[Pd].CO>[NH3:7].[C:1]1([N:7]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][C:17]3[CH:22]=[CH:21][C:20]([C:23]4[NH:24][C:25]5[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=5[N:27]=4)=[CH:19][CH:18]=3)[CH2:9][CH2:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 1

HCID 67746822HCID 67746822, compound

Product 2

HCID 222AmmoniaHCID 18993041HCID 18993041, compoundYield 123.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(Z)-2-[4-[4-(4-Phenyl-1-piperazinyl)-1-butenyl]phenyl]-1H-benzimidazole (Example 21) (0.5 g) is hydrogenated with 5% palladium on carbon (0.1 g) in methanol (10 mL) and filtered. The filtrate is evaporated and the residue is purified by MPLC on silica gel eluting with 100:8:1 dichloromethane: ethanol:0.880 aqueous ammonia to give 0.31 g of the title compound as a white solid; mp 239°-243° C.

Workup

  1. filtrationfiltered
  2. customThe filtrate is evaporated
  3. customthe residue is purified by MPLC on silica gel eluting with 100:8:1 dichloromethane

Sources & evidence

ORD record
ord-0e65c93c71a54f3cbc14a916f956b949
Source dataset
uspto-grants-1996_01
Patent number
US05486517

Reaction notes

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