反应详情

温度

80 °C

A suspension of 3.0 g (10 mMol) of 4-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-6-yl)-benzoic acid ethyl ester (WO 97/02266), 2.4 g (17 mMol) of K2CO3, 0.32 g (1 mMol) of tetrabutyl-ammoniumbromide and 2.0 ml (15 mMol) of 4-methoxy-benzylchloride in 25 ml of 2-butanone is stirred for 18 h at 80° C. Then the suspension is filtered, the residue washed with 2-butanone and discarded. The filtrate is diluted with EtOAc and water, the aqueous layer separated off and extracted twice with EtOAc. The organic layers are washed with water and brine, dried (Na2SO4) and concentrated after adding 13 g of SiO2. The resulting powder is put on top of a chromatography column (SiO2) and then eluted with hexane/EtOAc 2:1. 4-[4-Chloro-7-(4-methoxy-benzyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzoic acid ethyl ester [TLC (hexane/EtOAc 2:1) Rf=0.40; MS-ES+: (M+H)+=422] is eluated first, followed by the title compound; TLC (hexane/EtOAc 2:1) Rf=0.23; MS-ES+: (M+H)+=422.

1. filtrationThen the suspension is filtered
2. washthe residue washed with 2-butanone
3. additionThe filtrate is diluted with EtOAc and water
4. customthe aqueous layer separated off
5. extractionextracted twice with EtOAc
6. washThe organic layers are washed with water and brine
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated
9. additionafter adding 13 g of SiO2
10. washeluted with hexane/EtOAc 2:1