Sodium Bicarbonate → HCID 135509428, compound

HRID 634707Notes

Reaction equation

HRID 634707 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]1)[N:9]=[CH:8][N:7]=[C:6]2[O:23]C1C=CC=CC=1.C(=O)([O-])O.[Na+]>Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][N:16]1[CH2:17][CH2:18][N:19]([CH3:22])[CH2:20][CH2:21]1)[N:9]=[CH:8][NH:7][C:6]2=[O:23]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 21260288HCID 21260288, compound

Product 1

HCID 135509428HCID 135509428, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
95 °C

Procedure

A mixture of 6-methoxy,7-(2-(4-methylpiperazin-1-yl)ethoxy)-4-phenoxyquinazoline (960 mg, 2.4 mmol) and 2M hydrochloric acid (20 ml) was heated at 95° C. for 2 hours and allowed to cool. The solution was basified with solid sodium hydrogen carbonate, the water removed by evaporation and the residue azeotroped with toluene. The residue was washed exhaustively with methylene chloride, the washings were combined, -insolubles removed by filtration and the solvent removed by evaporation to give 6-methoxy-7-(2-(4-methylpiperazin-1-yl)ethoxy)-3,4-dihydroquinazolin-4-one (500 mg, 66%).

Workup

  1. temperatureto cool
  2. customthe water removed by evaporation
  3. customthe residue azeotroped with toluene
  4. washThe residue was washed exhaustively with methylene chloride
  5. custom-insolubles removed by filtration
  6. customthe solvent removed by evaporation

Sources & evidence

ORD record
ord-b18ae6fcb9894d6a9defdb8510df13bb
Source dataset
uspto-grants-2001_02
Patent number
US06184225B2

Reaction notes

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