Ammonium formate → HCID 21251005, compound

HRID 1531839Notes

Reaction equation

HRID 1531839 reaction equation
[C:1]1([N:7]2[C:11]3[CH2:12][CH2:13][CH2:14][CH2:15][C:10]=3[N:9]=[C:8]2[O:16][CH2:17][CH:18]2[CH2:23][CH2:22][N:21](CC3C=CC=CC=3)[CH2:20][CH2:19]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O-])=O.[NH4+]>CO.[Pd]>[C:1]1([N:7]2[C:11]3[CH2:12][CH2:13][CH2:14][CH2:15][C:10]=3[N:9]=[C:8]2[O:16][CH2:17][CH:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 11784383HCID 11784383, compound

Product 1

HCID 21251005HCID 21251005, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

0.98 g (2.44 mmol) of 1-phenyl-[[1-(phenylmethyl)piperidin-4-yl]methoxy]-4,5,6,7-tetrahydro-1H-benzimidazole is suspended in 20 ml of methanol and supplemented successively with 1.54 g (2.44 mmol) of ammonium formate and 0.75 g of 10% palladium on carbon. The mixture is heated at boiling temperature for 1 hour, filtered and concentrated under vacuum. The product is taken up in 5 N sodium hydroxide, extracted with methylene chloride and dried over Na2SO4. After concentration, 0.55 g of product is recovered. Yield=72%.

Workup

  1. temperatureThe mixture is heated
  2. customfor 1 hour
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum
  5. extractionextracted with methylene chloride
  6. dry with materialdried over Na2SO4
  7. concentrationAfter concentration, 0.55 g of product
  8. customis recovered

Sources & evidence

ORD record
ord-8d965d6d3f0c4af1a6f2924ed00546b0
Source dataset
uspto-grants-2001_03
Patent number
US06200991B1

Reaction notes

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