Sodium Hydroxide → HCID 19605751, compound

HRID 1603532Notes

Reaction equation

HRID 1603532 reaction equation
C([N:4](C(=O)C)[C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([CH2:15][CH2:16][C:17]3[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][C:18]=3[O:25][CH3:26])[CH:13]=2)[N:8]=[CH:7][N:6]=1)(=O)C.[OH-].[Na+]>O1CCOCC1>[NH2:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([CH2:15][CH2:16][C:17]3[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][C:18]=3[O:25][CH3:26])[CH:13]=2)[N:8]=[CH:7][N:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19605749HCID 19605749, compound

Product 1

HCID 19605751HCID 19605751, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 50 mg of 4-diacetylamino-6-[2-(2,5-dimethoxyphenyl)ethyl]-quinazoline and 10 ml of 1 N aqueous sodium hydroxide solution in dioxane is stirred for 3 hours at room temperature. The mixture is poured onto water and extracted with ethyl acetate. The combined organic extracts are dried over magnesium sulfate and concentrated in vacuo. The residue is taken up in methanol, stirred for 30 minutes, filtered and concentrated again. Chromatographic purification (silica gel, ethyl acetate) gives the title compound as colourless crystals. mp.: 160-165°.

Workup

  1. additionThe mixture is poured onto water
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic extracts are dried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. filtrationfiltered
  6. concentrationconcentrated again
  7. customChromatographic purification (silica gel, ethyl acetate)

Sources & evidence

ORD record
ord-2079d74f0eaa4c2d8a0a395a9c4d8987
Source dataset
uspto-grants-1999_11
Patent number
US05990116

Reaction notes

Loading…