反应详情

温度

85 °C

To 3-[3-[[1-(2-Hydroxyphenyl)-1-methylethyl]amino]-2-oxo-1(2H)-pyrazinyl]-4-methyl-benzoic acid methyl ester (Example 220b, 2.495 g) in acetonitrile (150 mL) was added potassium carbonate (1.753 g) followed by benzyl 2-chloroethyl(methyl)carbamate (J. Med. Chem., 1992, 35 (17), 3246, 1.660 g) and the reaction heated at 85° C. for 72 h under nitrogen. Further benzyl 2-chloroethyl(methyl)carbamate (0.58 g) and potassium carbonate (0.35 g) were added and the reaction stirred for 2 days. The reaction mixture was cooled, evaporated to dryness and the residue partitioned between water and dichloromethane and the organic layer separated. The aqueous was further extracted with dichloromethane (2×) and the combined organics dried (Na2 SO4) and evaporated. Purification (SiO2 chromatography eluting with 40-100% ethyl acetate) gave the subtitle product (1.97 g).

1. temperatureThe reaction mixture was cooled
2. customevaporated to dryness
3. customthe residue partitioned between water and dichloromethane
4. customthe organic layer separated
5. extractionThe aqueous was further extracted with dichloromethane (2×)
6. customthe combined organics dried (Na2 SO4)
7. customevaporated
8. customPurification (SiO2 chromatography eluting with 40-100% ethyl acetate)