HCID 21186735, compound → HCID 21186716, compound

HRID 1384268Notes

Reaction equation

HRID 1384268 reaction equation
[H][H].Cl[C:4]1[N:9]=[C:8]2[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:7]2=[CH:6][C:5]=1[C:15]([O:17][CH3:18])=[O:16]>CO.[C].[Pd]>[N:9]1[CH:4]=[C:5]([C:15]([O:17][CH3:18])=[O:16])[CH:6]=[C:7]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C:8]=12

Participants

5

Reactant 2

HCID 21186735HCID 21186735, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 21186716HCID 21186716, compoundYield 100.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent2×

Procedure

After suspending 10% palladium-carbon (600.0 mg) in methanol (15.0 ml), the suspension was stirred at room temperature for 30 minutes in an atmosphere of hydrogen. A methanol solution (30.0 ml) of methyl 2-chloro-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carboxylate (3.00 g, 12.5 mmol) was added to the reaction solution and stirred at room temperature for 18 hours in an atmosphere of hydrogen. After removing the catalyst by filtration, the thus obtained residue was washed with methanol, the solvent was evaporated under reduced pressure and then the resulting residue was purified by a silica gel column chromatography (ether:hexane=1:1) to obtain the title compound (2.57 g, quantitative) as white powder

Workup

  1. customAfter removing the catalyst
  2. filtrationby filtration
  3. washthe thus obtained residue was washed with methanol
  4. customthe solvent was evaporated under reduced pressure
  5. customthe resulting residue was purified by a silica gel column chromatography (ether:hexane=1:1)

Sources & evidence

ORD record
ord-6e97bbdf541941718fb88ee3cde78fbb
Source dataset
uspto-grants-2001_07
Patent number
US06258829B1

Reaction notes

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