HCID 70152762, compound → HCID 18973210, compound

HRID 1612Notes

Reaction equation

HRID 1612 reaction equation
[CH3:1][C:2]1[C:3]([O:24][CH2:25][CH2:26][CH3:27])=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH2:13][CH2:14][CH3:15])[C:8](=[O:16])[C:7](=[CH:17][C:18]1[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=1)[CH2:6][CH2:5]2.[H][H]>[Pd].CO>[CH3:1][C:2]1[C:3]([O:24][CH2:25][CH2:26][CH3:27])=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH2:13][CH2:14][CH3:15])[C:8](=[O:16])[CH:7]([CH2:17][C:18]1[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=1)[CH2:6][CH2:5]2

Participants

5

Reactant 2

HCID 70152762HCID 70152762, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18973210HCID 18973210, compoundYield 68.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of Compound 25 (3.96 g, 10.8 mmol) and 10% palladium on carbon (600 mg) in abs. methanol (100 mL) was hydrogenated at 1 atm for 12 hr. The hydrogen was replaced with nitrogen, the reaction was filtered and concentrated in vacuo. Chromatography of the residue on silica gel (elution with 20% ethyl acetate:hexanes) provided 2.72 g of Compound 26.

Workup

  1. filtrationthe reaction was filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-10ff625fe5984e5b87fd676cfad5e889
Source dataset
uspto-grants-1998_03
Patent number
US05726184

Reaction notes

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