HCID 57461799, compound → HCID 57461798, compound

HRID 1020352Notes

Reaction equation

HRID 1020352 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][N:15]=2)[CH2:10][C:9]1=[O:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CCOC(C)=O.CO.O=[Pt]=O>[NH2:20][C:17]1[CH:18]=[CH:19][C:14]([N:11]2[CH2:12][CH2:13][N:8]([CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C:9](=[O:23])[CH2:10]2)=[N:15][CH:16]=1

Participants

5

Reactant 1

HCID 57461799HCID 57461799, compound

Product 1

HCID 57461798HCID 57461798, compoundYield 100%

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

The 1-benzyl-4-(5-nitropyridin-2-yl)piperazin-2-one (B-14) (195 mg, 0.63 mmol) was stirred in EtOAc (30 mL) and MeOH (15 mL). The mixture was treated with PtO2 (72 mg) and stirred at RT under 1 atm of H2 for 1 h 10 min. Then, the reaction mixture was filtered over a pad of celite and concentrated to yield 4-(5-aminopyridin-2-yl)-1-benzyl-piperazin-2-one (B-15) (176 mg, 100% yield). MS (M+1): 283.2

Workup

  1. filtrationThen, the reaction mixture was filtered over a pad of celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-2215686094bb4af6a904c902f834a8ba
Source dataset
uspto-grants-2014_05
Patent number
US08716312B2

Reaction notes

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