HCID 69225857, compound → HCID 11515268, compound

HRID 916350Notes

Reaction equation

HRID 916350 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]2[N:12]([C:13]3[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[C:16]([C:23]#[N:24])=[CH:15][CH:14]=3)[CH:9]([CH2:10][CH:11]=1)[CH2:8][CH2:7]2)=[O:4]>CO.[Pd]>[CH3:1][O:2][C:3]([CH:5]1[CH2:11][CH2:10][CH:9]2[N:12]([C:13]3[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[C:16]([C:23]#[N:24])=[CH:15][CH:14]=3)[CH:6]1[CH2:7][CH2:8]2)=[O:4]

Participants

4

Reactant 1

HCID 69225857HCID 69225857, compound

Product 1

HCID 11515268HCID 11515268, compoundYield 42%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

159JP95C (12 mg, 0.038 mmol) and palladium (10 mg, 10 wt. % on activated carbon) in methanol (10 mL) were stirred for 3 days at rt under hydrogen atmosphere (balloon). The suspension was filtered through a pad of Celite, concentrated in vacuo and purification by preparative TLC (ethyl acetate/n-heptane, 1:4, 2× eluted) afforded the title compound (5.0 mg, 42%) as a colorless oil.

Workup

  1. filtrationThe suspension was filtered through a pad of Celite
  2. concentrationconcentrated in vacuo and purification by preparative TLC (ethyl acetate/n-heptane, 1:4, 2× eluted)

Sources & evidence

ORD record
ord-bb62caaee5f445039057811034333959
Source dataset
uspto-grants-2007_09
Patent number
US07268232B2

Reaction notes

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