Methanol → HCID 18973210, compound

HRID 2394328Notes

Reaction equation

HRID 2394328 reaction equation
N1C=CC(CO[C:9]2[CH:18]=[C:17]3[C:12]([CH2:13][CH2:14][C:15](=[CH:20][C:21]4[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=4)[C:16]3=[O:19])=[CH:11][CH:10]=2)=CC=1.[H][H].[CH3:29][OH:30]>[Pd]>[CH3:9][C:10]1[C:11]([O:19][CH2:16][CH2:15][CH3:14])=[C:12]2[C:17](=[CH:18][C:29]=1[O:30][CH2:10][CH2:9][CH3:18])[C:16](=[O:19])[CH:15]([CH2:20][C:21]1[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=1)[CH2:14][CH2:13]2

Participants

5

Reactant 3

HCID 887MethanolHCID 70018187HCID 70018187, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18973210HCID 18973210, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

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-87189f5f51d547e4bbf97d182945bf84
Source dataset
uspto-grants-1998_09
Patent number
US05811434

Reaction notes

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