Ammonium formate → HCID 69429229, compound

HRID 1352508Notes

Reaction equation

HRID 1352508 reaction equation
C([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C@H:11]([N:18]([CH:22]2[CH2:24][CH2:23]2)[C:19](=[O:21])[CH3:20])[CH2:10][C@@H:9]1[CH3:25])C1C=CC=CC=1.C([O-])=O.[NH4+]>C(O)C.[Pd]>[CH:22]1([N:18]([C@H:11]2[C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[NH:8][C@@H:9]([CH3:25])[CH2:10]2)[C:19](=[O:21])[CH3:20])[CH2:23][CH2:24]1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 69425972HCID 69425972, compound

Product 1

HCID 69429229HCID 69429229, compoundYield 92.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of Cis-N-(1-benzyl-2-methyl-1,2,3,4-tetrahydroquinolin-4-yl)-N-cyclopropyl-acetamide (3.8 g) in ethanol (150 ml), ammonium formate (7.2 g) and few milligrams of palladium on charcoal (10% Pd/C) were added. The mixture was heated under reflux for 2 hours. After cooling the mixture was filtered on celite and the solvent was removed under reduce pressure to give Cis-N-cyclopropyl-N-(2-methyl-1,2,3,4-tetrahydroquinolin-4-yl)-acetamide (2.56 g, 92.4% yield) which was not purified.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. temperatureAfter cooling the mixture
  4. filtrationwas filtered on celite
  5. customthe solvent was removed

Sources & evidence

ORD record
ord-eba365ea876d437a8ed4db5c7b24366f
Source dataset
uspto-grants-2007_05
Patent number
US07220760B2

Reaction notes

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