反应详情

4-(3-Oxo-propyl)tetrahydro-pyran-4-carboxylic acid methyl ester (135 mg, 0.515 mmol, 1 eq) was dissolved in 2.4 mL of 1,2-dichloroethane. To this was added 2-Fluoro-4-((2S,3′S)-2-methyl-[1,3′]bipyrrolidinyl-1′-yl)-phenylamine (103 mg, 0.515 mmol, 1 eq) in 6.2 mL of 1,2-dichloroethane. To the combined mixture was added glacial acetic acid (96 mg, 1.6 mmol, 3.1 eq) followed by NaBH(OAc)3 (330 mg, 1.55 mmol, 3 eq). The reaction mixture was stirred at rt for 15 h. The reaction mixture was quenched with water, transferred to a separatory funnel and extracted with CH-2Cl2 (2×100 mL). The combined organics were dried over Na2SO4, concentrated under vacuum and purified by column chromatography on silica gel (40 g column, 6% MeOH in CH2Cl2; 35 mL/min). This gave 130 mg (61%) of the title compound as a beige semi-solid.

1. customThe reaction mixture was quenched with water
2. customtransferred to a separatory funnel
3. extractionextracted with CH-2Cl2 (2×100 mL)
4. dry with materialThe combined organics were dried over Na2SO4
5. concentrationconcentrated under vacuum
6. custompurified by column chromatography on silica gel (40 g column, 6% MeOH in CH2Cl2; 35 mL/min)