HCID 58208621, compound → HCID 58208608, compound

HRID 1887397Notes

Reaction equation

HRID 1887397 reaction equation
[OH:1][C@@H:2]1[C@H:6]2[N:7](C(OCC3C=CC=CC=3)=O)[CH2:8][C@@H:9]([CH2:10][CH3:11])[C@H:5]2[O:4][CH2:3]1.[H][H]>[Pd].CO>[CH2:10]([C@@H:9]1[CH2:8][NH:7][C@@H:6]2[C@@H:2]([OH:1])[CH2:3][O:4][C@H:5]12)[CH3:11]

Participants

5

Reactant 2

HCID 58208621HCID 58208621, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58208608HCID 58208608, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Methanol (2.0 mL) was added dropwise to a mixture of 10% palladium on charcoal (10 mg) and alcohol (113) (105 mg, 0.36 mmol) under an atmosphere of argon. The argon was replaced by hydrogen then the suspension was stirred for 75 mins before filtering the mixture through celite in vacuo. The filter cake was washed with ethanol (3×10 mL) then the solvents removed in vacuo from the filtrate. The residue was azeotroped with toluene (2×3 mL) to obtain free base which was used without further purification.

Workup

  1. filtrationbefore filtering the mixture through celite in vacuo
  2. washThe filter cake was washed with ethanol (3×10 mL)
  3. customthe solvents removed in vacuo from the filtrate
  4. customThe residue was azeotroped with toluene (2×3 mL)
  5. customto obtain free base which
  6. customwas used without further purification

Sources & evidence

ORD record
ord-6b0d6ad67c8f4587880ebe1418c3e743
Source dataset
uspto-grants-2013_08
Patent number
US08501744B2

Reaction notes

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