HCID 68540154, compound → HCID 68535262, compound

HRID 1993641Notes

Reaction equation

HRID 1993641 reaction equation
[CH:1]1([C:4]([N:6]2[CH2:11][C@@H:10]([CH3:12])[N:9]([C:13]3[C:18]([CH3:19])=[CH:17][C:16]([N+:20]([O-])=O)=[CH:15][N:14]=3)[CH2:8][C@@H:7]2[CH3:23])=[O:5])[CH2:3][CH2:2]1>CCO.[Pd]>[NH2:20][C:16]1[CH:17]=[C:18]([CH3:19])[C:13]([N:9]2[C@H:10]([CH3:12])[CH2:11][N:6]([C:4]([CH:1]3[CH2:3][CH2:2]3)=[O:5])[C@@H:7]([CH3:23])[CH2:8]2)=[N:14][CH:15]=1

Participants

4

Reactant 1

HCID 68540154HCID 68540154, compound

Product 1

HCID 68535262HCID 68535262, compoundYield 99.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

Add NH4COOH (0.23 g, 3.5 mmol) to rac-cyclopropyl-[(trans)-2,5-dimethyl-4-(3-methyl-5-nitro-pyridin-2-yl)-piperazin-1-yl]-methanone (0.114 g, 0.35 mmol) and Pd/C 10% (0.043 g) in EtOH (5 mL) under N2 atmosphere and heat at 80° C. After 2 hours let reaction mixture cool down and filter through Celite®. Concentrate under reduced pressure to give 0.1 g the title compound (quantitative). MS(ES): m/z=289.3[M+H].

Workup

  1. customreaction mixture
  2. temperaturecool down
  3. filtrationfilter through Celite®
  4. concentrationConcentrate under reduced pressure

Sources & evidence

ORD record
ord-1104d9bd85ec425990faa95ad22be3a4
Source dataset
uspto-grants-2010_01
Patent number
US07652015B2

Reaction notes

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