HCID 18782974, compound → HCID 18782987, compound

HRID 610035Notes

Reaction equation

HRID 610035 reaction equation
[C:1]1([CH2:14][C:15]#[N:16])[C:5]2=[C:6]3[C:11](=[CH:12][CH:13]=[C:4]2[O:3][CH:2]=1)[O:10][CH2:9][CH:8]=[CH:7]3.[H][H]>C(O)C.N.[Ni]>[C:1]1([CH2:14][CH2:15][NH2:16])[C:5]2=[C:6]3[C:11](=[CH:12][CH:13]=[C:4]2[O:3][CH:2]=1)[O:10][CH2:9][CH2:8][CH2:7]3

Participants

6

Reactant 2

HCID 18782974HCID 18782974, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18782987HCID 18782987, compound

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 222AmmoniaSolventHCID 702EthanolSolvent

Procedure

1.4 mmol of compound obtained in stage E are dissolved in 30 ml of ethanol saturated with ammonia, in the presence of 400 mg of Nickel (Raney). The reaction mixture is stirred at 50° C. under 50 atm of hydrogen during 5 hours. After cooling and filtration of the catalyst, the filtrate is concentrated, dissolved in a mixture of ether/water and extracted. The organic layer is dried over magnesium sulfate and concentrated to yield the title product.

Workup

  1. temperatureAfter cooling
  2. filtrationfiltration of the catalyst
  3. concentrationthe filtrate is concentrated
  4. dissolutiondissolved in a mixture of ether/water
  5. extractionextracted
  6. dry with materialThe organic layer is dried over magnesium sulfate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-d8ea24ce3f4148a484b7c18872da68fd
Source dataset
uspto-grants-1999_12
Patent number
US05998461

Reaction notes

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