HCID 54729466, compound → HCID 54712640, compound

HRID 1769605Notes

Reaction equation

HRID 1769605 reaction equation
[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([O:18]CC3C=CC=CC=3)=[CH:15][CH:16]=2)[C:11]([OH:26])=[CH:10][C:9]1=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>CO.C(O)(=O)C.[C].[Pd]>[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([OH:18])=[CH:15][CH:16]=2)[C:11]([OH:26])=[CH:10][C:9]1=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 2

HCID 54729466HCID 54729466, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 54712640HCID 54712640, compoundYield 66.9%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

A solution of the title compound of Step (1) (2.8 g) in a mixture of methanol (180 ml) and acetic acid (75 ml) was hydrogenated at atmospheric pressure in the presence of 10% palladium-carbon (2.0 g) until no further uptake of hydrogen was observed. The reaction mixture was then filtered and the filtrate was evaporated to dryness. The solid residue was crystallized to give the title compound (1.4 g). That the expected product was obtained was confirmed by the spectral data: MS: m/e 267 (M.+).

Workup

  1. filtrationThe reaction mixture was then filtered
  2. customthe filtrate was evaporated to dryness
  3. customThe solid residue was crystallized

Sources & evidence

ORD record
ord-1a99a6caed7146ee956d63dd65ab6c7d
Source dataset
uspto-grants-1995_01
Patent number
US05382572

Reaction notes

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