HCID 53962869, compound → HCID 19369278, compound

HRID 849155Notes

Reaction equation

HRID 849155 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][CH:9]1[NH:15][C:14](=[O:16])[CH2:13][CH2:12][CH2:11][CH2:10]1.[H][H]>[Pt]=O.C(O)(=O)C>[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][CH2:8][CH:9]1[NH:15][C:14](=[O:16])[CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

5

Reactant 2

HCID 53962869HCID 53962869, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19369278HCID 19369278, compoundYield 93.2%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolvent

Procedure

Example 296 A) A sample of the Hexahydro-7-[2-(2-pyridyl) ethyl]-1H-azepin-2-one product of Example 290b (2.4 g, 11 mmol), platinum oxide (500 mg) and glacial acetic acid (30 mL) were shaken on a Parr hydrogenator at 55 psi of hydrogen overnight. The contents were filtered and the filtrate was concentrated in vacuo. The residue was dissolved in water and adjusted to pH 9 with 2.5N NaOH. The aqueous solution was extracted with CH2Cl2 and the organic layer was dried over MgSO4 and concentrated in vacuo leaving hexahydro-7-[2-(2-piperidyl)ethyl]-1H-azepin-2-one as a white solid (2.3 g).

Workup

  1. filtrationThe contents were filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. dissolutionThe residue was dissolved in water
  4. extractionThe aqueous solution was extracted with CH2Cl2
  5. dry with materialthe organic layer was dried over MgSO4
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-9733a1f3b7cd41fba8be66b3653fa658
Source dataset
uspto-grants-2000_01
Patent number
US06011028

Reaction notes

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