HCID 57040738, compound → HCID 54150949, compound

HRID 1977030Notes

Reaction equation

HRID 1977030 reaction equation
[F:1][C:2]1[CH:28]=[CH:27][C:5]([O:6][CH2:7][C@H:8]2[CH2:26][N:12]3[CH2:13][CH2:14][N:15]([C:17]4[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][CH:18]=4)[CH2:16][C@@H:11]3[CH2:10][CH2:9]2)=[CH:4][CH:3]=1>C1COCC1.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][C@H:8]2[CH2:26][N:12]3[CH2:13][CH2:14][N:15]([C:17]4[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=4)[CH2:16][C@@H:11]3[CH2:10][CH2:9]2)=[CH:27][CH:28]=1

Participants

4

Reactant 1

HCID 57040738HCID 57040738, compound

Product 1

HCID 54150949HCID 54150949, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 0.600 g (1.56 mmol) of (7R,9aS)-7-(4-fluorophenoxy)methyl-2-(4-nitrophenyl)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine and 90 mg of 10% Pd/C in 25 mL of THF was placed in a Parr hydrogenator at 30 psi for 4 h. The catalyst was removed by filtration through Celite and the filtrate was evaporated to give 0.45 g (82%) of (7R,9aS)-7-(4-fluorophenoxy)methyl-2-(4-aminophenyl)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine.

Workup

  1. customThe catalyst was removed by filtration through Celite
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-b82ce690c4544b3da0a9bd0ddfa4fd69
Source dataset
uspto-grants-2001_05
Patent number
US06231833B1

Reaction notes

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