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Ammonium formate → 1-[4-(5-Amino-4-methyl-pyridin-2-yl)-piperazin-1-yl]-2,2-dimethyl-propan-1-one

HRID 1993643
Notes
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Reaction equation

HRID 1993643 reaction equation
C([O-])=O.[NH4+].[CH3:5][C:6]([CH3:26])([CH3:25])[C:7]([N:9]1[CH2:14][CH2:13][N:12]([C:15]2[CH:20]=[C:19]([CH3:21])[C:18]([N+:22]([O-])=O)=[CH:17][N:16]=2)[CH2:11][CH2:10]1)=[O:8]>C(O)C.[Pd]>[NH2:22][C:18]1[C:19]([CH3:21])=[CH:20][C:15]([N:12]2[CH2:13][CH2:14][N:9]([C:7](=[O:8])[C:6]([CH3:5])([CH3:25])[CH3:26])[CH2:10][CH2:11]2)=[N:16][CH:17]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 68537407HCID 68537407, compound

Product 1

HCID 685380571-[4-(5-Amino-4-methyl-pyridin-2-yl)-piperazin-1-yl]-2,2-dimethyl-propan-1-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

Add ammonium formate (1.55 mmol, 0.1 g) and palladium (Carbon) 10% (0.031 mmol) over a solution of 2,2-dimethyl-1-[4-(4-methyl-5-nitro-pyridin-2-yl)-piperazin-1-yl]-propan-1-one (0.31 mmol, 0.09 g) in 2 mL of ethanol. Stir the solution for an hour at 90° C. Cool down and filter through a pad of Celite®, and concentrate under reduced pressure. Residue can be used without further purification. MS(ES): m/z=277 [M+H].

Workup

  1. temperatureCool down
  2. filtrationfilter through a pad of Celite®
  3. concentrationconcentrate under reduced pressure
  4. customResidue can be used without further purification

Sources & evidence

ORD record
ord-e17a007db0214e92866384108ffb990a
Source dataset
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07652015B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes