6-Acetyl-3-fluoro-5,6-dihydro-2-(6-methoxy-3-pyridinyl)-pyrido[3,2-c][1]benzazocine → HCID 69291046, compound

HRID 2224303Notes

Reaction equation

HRID 2224303 reaction equation
[C:1]([N:4]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH:9]=[CH:8][C:7]2[N:16]=[C:17]([C:21]3[CH:22]=[N:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=3)[C:18]([F:20])=[CH:19][C:6]=2[CH2:5]1)(=[O:3])[CH3:2].[H][H]>CO.[Pd]>[C:1]([N:4]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH2:9][CH2:8][C:7]2[N:16]=[C:17]([C:21]3[CH:22]=[N:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=3)[C:18]([F:20])=[CH:19][C:6]=2[CH2:5]1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 692911976-Acetyl-3-fluoro-5,6-dihydro-2-(6-methoxy-3-pyridinyl)-pyrido[3,2-c][1]benzazocineHCID 178418361HCID 178418361, compound

Product 1

HCID 69291046HCID 69291046, compoundYield 100.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of compound 2B (13.6 mg, 0.036 mmol) in MeOH (5 mL) was added 10% Pd/C (3 mg) and the mixture was stirred under a balloon filled with hydrogen for 1 hour. The reaction was filtered through a 0.45 micron filter membrane and concentrated in vacuo to give the title compound (13.6 mg, 100%). HPLC Rt=2.996 min. (Column: YMC ODS-A 4.6×50 mm (4 min.); Solvent A=10% MeOH, 90% H2O, 0.1% TFA; Solvent B=90% MeOH, 10% H2O, 0.1% TFA); LCMS Found: (M+H)+=378.

Workup

  1. filtrationThe reaction was filtered through a 0.45 micron
  2. filtrationfilter membrane
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-85c57710e3654c789008c3530f94a10c
Source dataset
uspto-grants-2008_05
Patent number
US07378426B2

Reaction notes

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