HCID 21830662, compound → HCID 21830750, compound

HRID 1600961Notes

Reaction equation

HRID 1600961 reaction equation
[C:1]([C:9]1[CH:14]=[CH:13][C:12]([C:15]#[C:16][CH:17]([OH:26])[CH2:18][CH2:19][C:20]2[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=2)=[CH:11][CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.[Pd]>[C:1]([C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH:17]([OH:26])[CH2:18][CH2:19][C:20]2[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=2)=[CH:11][CH:10]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 21830662HCID 21830662, compound

Product 1

HCID 21830750HCID 21830750, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Prepared according to the method as described in Example 55g) from (±)-1-(4 -benzoylphenyl)-5-(3-pyridyl)pent-1-yn-3-ol (0.6 g) in ethanol (10 ml), hydrogenated at 1.5 atmospheres for 18 hours using palladium on carbon (10%, 0.05 g). The residue was purified by column chromatography over silica with dichloromethane:ethanol (95:5) to give the title compound as an off white gum (0.387 g).

Workup

  1. customPrepared
  2. customThe residue was purified by column chromatography over silica with dichloromethane:ethanol (95:5)

Sources & evidence

ORD record
ord-65de798025ad496cbc9906ba8190d59b
Source dataset
uspto-grants-1999_11
Patent number
US05977105

Reaction notes

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