HCID 11626340, compound → HCID 59778178, compound

HRID 1643884Notes

Reaction equation

HRID 1643884 reaction equation
[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([C:18]([F:21])([F:20])[F:19])=[CH:15][CH:16]=2)[CH2:11][CH:10]([NH:22]C(=O)OCC2C=CC=CC=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Pd].CO.C1COCC1>[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([C:18]([F:21])([F:19])[F:20])=[CH:15][CH:16]=2)[CH2:11][CH:10]([NH2:22])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 11626340HCID 11626340, compound

Product 1

HCID 59778178HCID 59778178, compoundYield 90.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

A suspension of 149E (740 mg, 1.682 mmol) and 5% Pd/C (Degussa type, 300 mg) in a mixed solvent of MeOH-THF (20 mL, 1:1 ratio) was hydrogenated ar RT under hydrogen balloon for 1 h. After filtration to remove the catalyst, the filtrate was concentrated and the residue dried in vacuo to afford compound 149F as a clear oil (465 mg, 90%).

Workup

  1. customwas hydrogenated ar RT under hydrogen
  2. customfor 1 h
  3. filtrationAfter filtration
  4. customto remove the catalyst
  5. concentrationthe filtrate was concentrated
  6. customthe residue dried in vacuo

Sources & evidence

ORD record
ord-646de4cc958a4ccab5e6878560883514
Source dataset
uspto-grants-2012_02
Patent number
US08119808B2

Reaction notes

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