HCID 15681329, compound → HCID 19895626, compound

HRID 1073971Notes

Reaction equation

HRID 1073971 reaction equation
[CH3:1][C:2]1([CH3:20])[CH:7]=[C:6]([C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)[C:5]2[CH:14]=[C:15]([C:18]#[N:19])[CH:16]=[CH:17][C:4]=2[O:3]1>C(OCC)(=O)C.[Pd]>[CH3:1][C:2]1([CH3:20])[CH2:7][CH:6]([C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)[C:5]2[CH:14]=[C:15]([C:18]#[N:19])[CH:16]=[CH:17][C:4]=2[O:3]1

Participants

4

Reactant 1

HCID 15681329HCID 15681329, compound

Product 1

HCID 19895626HCID 19895626, compoundYield 43%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2.1 g of 2,2-dimethyl-4-(3-pyridyl)-2H-1-benzopyran-6-carbonitrile were dissolved in 50 ml of ethyl acetate and shaken at room temperature under a hydrogen atmosphere with 50 mg of 10% palladium-on-charcoal for a total of 30 hours with several changes of catalyst The mixture was filtered and the filtrate was evaporated The residue was chromatographed on silica gel using ethyl acetate for the elution. 910 mg of 3,4-dihydro-2,2-dimethyl-4-(3-pyridyl)-2H-1-benzopyran-6-carbonitrile were obtained in the form of an oil.

Workup

  1. filtrationwas filtered
  2. customthe filtrate was evaporated The residue
  3. customwas chromatographed on silica gel
  4. washfor the elution

Sources & evidence

ORD record
ord-1e8e782cbb984200ad47d4c4036b34c8
Source dataset
uspto-grants-1990_11
Patent number
US04971982

Reaction notes

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