تفاعل #87933

معادلة التفاعل

Methyliodide

3-bromo-4-[2,5-dioxo-1-(3-trifluoromethyl-phenyl)-1,2,3,4,5,6,7,8-octahydro-quinazolin-4-yl]-benzonitrile

INTERMEDIATE 22

3-bromo-4-[2,5-dioxo-1-(3-trifluoromethyl-phenyl)-1,2,3,4,5,6,7,8-octahydro-quinazolin-4-yl]-benzonitrile

cesium carbonate

Ethyl acetate

→

3-Bromo-4-[3-methyl-2,5-dioxo-1-(3-trifluoromethyl-phenyl)-1,2,3,4,5,6,7,8-octahydro-quinazolin-4-yl]-benzonitrile

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   غسيلthe organic phase is washed with water three times
2. 2
   تجفيفdried over MgSO4
3. 3
   تركيزconcentrated
4. 4
   أخرىThe crude product is purified by flash chromatography on silica (cyclohexane/ethyl acetate 30:70)
5. 5
   أخرى0.70 min (X012_S02)

الإجراء التجريبي

Methyliodide (3.55 mL, 57.1 mmol) is added to a mixture of 3-bromo-4-[2,5-dioxo-1-(3-trifluoromethyl-phenyl)-1,2,3,4,5,6,7,8-octahydro-quinazolin-4-yl]-benzonitrile (INTERMEDIATE 22, 14.0 g, 28.6 mmol) and cesium carbonate (18.6 g, 57.1 mmol) in DMF (140 mL). The mixture is stirred at room temperature for 90 min. Ethyl acetate is added and the organic phase is washed with water three times, dried over MgSO4 and concentrated. The crude product is purified by flash chromatography on silica (cyclohexane/ethyl acetate 30:70). Yield: 13.4 g. ESI mass spectrum: [M+H]+=504 (bromine isotope pattern); Retention time HPLC: 0.70 min (X012_S02).

المصدر