HCID 20288695, compound → HCID 66808530, compound

HRID 607261Notes

Reaction equation

HRID 607261 reaction equation
[OH:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][C:8]=2[N+:15]([O-])=O)=[CH:4][CH:3]=1.[H][H]>CO.[Pd]>[NH2:15][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][C:7]=1[O:6][C:5]1[CH:18]=[CH:19][C:2]([OH:1])=[CH:3][CH:4]=1)[C:11]#[N:12]

Participants

5

Reactant 2

HCID 20288695HCID 20288695, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66808530HCID 66808530, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The product of Example 152A (500 mg, 1.952 mmol) was hydrogenated in methanol (20 mL) with hydrogen (1 atmosphere, balloon) and 10% palladium on carbon (50 mg) for 30 minutes. The reaction was vacuum filtered through a 0.45□ PTFE membrane and the catalyst washed with methanol. The filtrate was concentrated by rotary evaporation under vacuum to provide the title compound as a pinkish-beige solid (437 mg, 99%).

Workup

  1. filtrationfiltered through a 0.45□ PTFE membrane
  2. washthe catalyst washed with methanol
  3. concentrationThe filtrate was concentrated by rotary evaporation under vacuum

Sources & evidence

ORD record
ord-7cd20043021b41e9b58f623457e52118
Source dataset
uspto-grants-2011_03
Patent number
US07915411B2

Reaction notes

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