7-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene → HCID 67804378, compound

HRID 1534372Notes

Reaction equation

HRID 1534372 reaction equation
Cl[CH:2]([C:7]1[CH:26]=[CH:25][C:10]2[O:11][C:12]3[C:21]([O:22][CH3:23])=[CH:20][C:19]([CH3:24])=[CH:18][C:13]=3[CH2:14][O:15][C:16](=[O:17])[C:9]=2[C:8]=1[O:27][CH3:28])[CH2:3][CH:4]([CH3:6])[CH3:5].CN1CCCN2C1=NCCC2>CN(C)C=O.[Cu-]=O>[CH3:28][O:27][C:8]1[C:9]2[C:16](=[O:17])[O:15][CH2:14][C:13]3[CH:18]=[C:19]([CH3:24])[CH:20]=[C:21]([O:22][CH3:23])[C:12]=3[O:11][C:10]=2[CH:25]=[CH:26][C:7]=1[CH:2]=[CH:3][CH:4]([CH3:6])[CH3:5]

Participants

5

Reactant 2

HCID 1235837-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-eneHCID 15703836HCID 15703836, compound

Product 1

HCID 67804378HCID 67804378, compound

Reagents, catalysts & solvents 2

HCID 178419072HCID 178419072, compoundCatalystHCID 6228DimethylformamideSolvent

Procedure

1.1 g (3.0 mmol) of the compound from Example 95 in 10 ml of dimethylformamide, 2.2 ml (15.3 mmol) of 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene and 0.65 g of copper(I) oxide are stirred at 80° C. for 12 h in an argon atmosphere. After filtering, the mixture is evaporated in vacuo, the residue is taken up with methylene chloride, 1N aqueous hydrochloric acid is added, then the mixture is washed with water, dried and evaporated. Chromatography on silica gel Si60 in petroleum ether/ether=3:1 yields 730 mg (65% of theory) of glassy solid.

Workup

  1. filtrationAfter filtering
  2. customthe mixture is evaporated in vacuo
  3. additionis added
  4. washthe mixture is washed with water
  5. customdried
  6. customevaporated
  7. customChromatography on silica gel Si60 in petroleum ether/ether=3:1 yields 730 mg (65% of theory) of glassy solid

Sources & evidence

ORD record
ord-79e87692d2294ad191d71a3f9738e5c9
Source dataset
uspto-grants-1992_02
Patent number
US05089487

Reaction notes

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