反应详情

A solution of 7-iodo-5-triisopropylsilanyl-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine (247 mg, 0.435 mmol) in anhydrous tetrahydrofuran (5 ml) was cooled to −78° C. and treated with iPrMgCl—LiCl (1M in tetrahydrofuran, 0.87 ml, 0.87 mmol) dropwise. The reaction mixture was allowed to stir for 20 minutes, and then 1-methyl-cyclohexanecarbaldehyde (219 mg, 1.74 mmol) was added rapidly. The reaction mixture was allowed to stir at −78° C. for 1 hour and then room temperature for 1 hour. The reaction mixture was partitioned between EtOAc/saturated aqueous. NH4Cl. The organic layers were collected, dried over MgSO4, filtered, and concentrated. The residue was purified by silica gel chromatography using 15-100% EtOAc in hexanes as eluant to provide 81 mg (45%) of (1-methyl-cyclohexyl)-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanol as a pale yellow solid. M+H=412.

1. stirringto stir at −78° C. for 1 hour
2. waitroom temperature for 1 hour
3. customThe reaction mixture was partitioned between EtOAc/saturated aqueous
4. customThe organic layers were collected
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated
8. customThe residue was purified by silica gel chromatography