HCID 21188491, compound → HCID 21188643, compound

HRID 1383958Notes

Reaction equation

HRID 1383958 reaction equation
[N+:1]([C:4]1[CH:37]=[CH:36][C:7]([O:8][CH2:9][C:10]2[N:14]([CH2:15][CH2:16][CH2:17][CH:18]3[CH2:23][CH2:22][CH2:21][N:20]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:19]3)[C:13]3[CH:31]=[CH:32][CH:33]=[C:34]([CH3:35])[C:12]=3[N:11]=2)=[CH:6][CH:5]=1)([O-])=O>[Pd].C(O)C>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH2:9][C:10]2[N:14]([CH2:15][CH2:16][CH2:17][CH:18]3[CH2:23][CH2:22][CH2:21][N:20]([C:24]([O:26][C:27]([CH3:29])([CH3:30])[CH3:28])=[O:25])[CH2:19]3)[C:13]3[CH:31]=[CH:32][CH:33]=[C:34]([CH3:35])[C:12]=3[N:11]=2)=[CH:36][CH:37]=1

Participants

4

Reactant 1

HCID 21188491HCID 21188491, compound

Product 1

HCID 21188643HCID 21188643, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 2-(4-nitrophenoxymethyl)-4-methyl-1-[3-[1-(t-butoxycarbonyl)piperidin-3-yl]propyl]benzimidazole (395 mg, 0.78 mmol) and 10% palladium on activated carbon (400 mg) in 10 ml of ethanol was stirred under a hydrogen atmosphere at room temperature. After two hours, the reaction mixture was filtered through a CELITE™ cake. The filtrate was condensed on a rotoevaporator to yield 310 mg (83%) of the desired title product.

Workup

  1. filtrationthe reaction mixture was filtered through a CELITE™ cake
  2. customcondensed on a rotoevaporator

Sources & evidence

ORD record
ord-500a80c32ff64c0792761f2865b43b06
Source dataset
uspto-grants-2001_07
Patent number
US06255494B1

Reaction notes

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