HCID 13285855, compound → HCID 13285858, compound

HRID 543721Notes

Reaction equation

HRID 543721 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5]([CH2:8][C:9]([N:11]2[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[C:15](=[O:22])[NH:14][C:13]3[CH:23]=[CH:24][CH:25]=[CH:26][C:12]2=3)=[O:10])=[CH:4][CH2:3]1.[H][H]>C(O)C.[Pt]=O>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([CH2:8][C:9]([N:11]2[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[C:15](=[O:22])[NH:14][C:13]3[CH:23]=[CH:24][CH:25]=[CH:26][C:12]2=3)=[O:10])[CH2:6][CH2:7]1

Participants

5

Reactant 2

HCID 13285855HCID 13285855, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13285858HCID 13285858, compoundYield 91.6%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

3.5 g (0.01 mol) of 5,10-dihydro-5-[(1-methyl-1,2,5,6-tetrahydro-4-pyridinyl)acetyl]-11H-dibenzo[b,e][1,4]diazepin-11-one were dissolved in 100 ml of ethanol and hydrogenated in the presence of 0.5 g of platinum oxide at ambient temperature and under a pressure of 3 bar. After the uptake of hydrogen had ended, the catalyst was filtered out and the remaining mixture concentrated by evaporation in vacuo. The residue was purified by column chromatography (NM silica gel 60; 0.063-0.2 mm particle size; eluent; ethyl acetate/methanol=9:1) and 3.2 g (91% of theory) of 5,10-dihydro-5-[(1-methyl-4-piperidinyl)acetyl]-11H-dibenzo[b,e][1,4]diazepin-11-one was obtained, which was identical, according to thin layer chromatography, elementary analysis and IR spectrum, to the product obtained using the method of Example 4.

Workup

  1. filtrationthe catalyst was filtered out
  2. concentrationthe remaining mixture concentrated by evaporation in vacuo
  3. customThe residue was purified by column chromatography (NM silica gel 60; 0.063-0.2 mm particle size; eluent; ethyl acetate/methanol=9:1)

Sources & evidence

ORD record
ord-b0bc7c61113548a594527c9936953299
Source dataset
uspto-grants-1984_05
Patent number
US04447434

Reaction notes

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