HCID 22248599, compound → HCID 22248483, compound

HRID 890128Notes

Reaction equation

HRID 890128 reaction equation
C(OC([N:11]1[CH2:19][CH2:18][CH:17]2[CH:13]([CH2:14][CH:15]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[F:27])[C:16]2=[O:20])[CH2:12]1)=O)C1C=CC=CC=1>CO.[C].[Pd]>[F:27][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[CH:15]1[CH2:14][CH:13]2[CH:17]([CH2:18][CH2:19][NH:11][CH2:12]2)[C:16]1=[O:20]

Participants

4

Reactant 1

HCID 22248599HCID 22248599, compound

Product 1

HCID 22248483HCID 22248483, compoundYield 195.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

After then dissolving 50 mg of the 3-benzyloxycarbonyl-8-(2-fluorophenyl)-7-oxo-3-azabicyclo[4.3.0]nonane in 30 ml of methanol, 100 mg of 10% palladium-carbon was added and the mixture was stirred for 4 days at room temperature under a hydrogen atmosphere (1 atm). The reaction mixture was filtered and the filtrate was distilled off under reduced pressure to obtain 62 mg of 8-(2-fluorophenyl)-7-oxo-3-azabicyclo[4.3.0]nonane. 3-(3-tert-Butoxy-2-pyrazinylmethyl)-8-(2-fluorophenyl)-7-oxo-3-azabicyclo[4.3.0]nonane was obtained in the same manner as Example 320 from 60 mg of 3-tert-butoxypyrazine-2-carboxaldehyde and 60 mg of 8-(2-fluorophenyl)-7-oxo-3-azabicyclo[4.3.0]nonane.

Workup

  1. additionwas added
  2. filtrationThe reaction mixture was filtered
  3. distillationthe filtrate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-8514b7ed23134e6280e14f0f96d13fd7
Source dataset
uspto-grants-2006_02
Patent number
US06995144B2

Reaction notes

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