Potassium Carbonate → HCID 58574244, compound

HRID 1619314Notes

Reaction equation

HRID 1619314 reaction equation
BrC1C=CC(S(O[CH:12]2[CH2:25][N:24]3[C:15](=[N:16][C:17]4[C:22]([C:23]3=[O:26])=[CH:21][CH:20]=[C:19]([Br:27])[CH:18]=4)[CH2:14][CH2:13]2)(=O)=O)=CC=1.C([O-])([O-])=O.[K+].[K+]>CO.O>[Br:27][C:19]1[CH:20]=[CH:21][C:22]2[C:23](=[O:26])[N:24]3[CH2:25][CH:12]4[CH2:13][CH:14]4[C:15]3=[N:16][C:17]=2[CH:18]=1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 86660655HCID 86660655, compound

Product 1

HCID 58574244HCID 58574244, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 3-bromo-11-oxo-7,8,9,11-tetrahydro-6H-pyrido[2,1-b]quinazolin-8-yl 4-bromobenzenesulfonate (0.5 g, 0.98 mmol, 1.1 equiv) and K2CO3 in MeOH (100 mL) was stirred at reflux for two hours. After it was cooled to room temperature, the reaction mixture was diluted with water and extracted with ethyl acetate (3×100 mL). The combined organic layers were dried over Na2SO4. After filtration and concentration, the residue was purified by silica gel chromatography to give the desired product.

Workup

  1. temperatureat reflux for two hours
  2. extractionextracted with ethyl acetate (3×100 mL)
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. filtrationAfter filtration and concentration
  5. customthe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-35bbb82a56c645468547ff159abd09f2
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

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