Triethylamine → 3-Bromo-1-(6-bromo-2-methylpyridin-3-yl)pyrrolidin-2-one

温度

0 °C

A 500 mL round-bottom flask was charged with 6-bromo-2-methylpyridin-3-amine (8.15 g, 43.6 mmol), THF (180 mL) and triethylamine (9.72 mL, 69.7 mmol). The mixture was cooled to 0° C. and 2,4 dibromobutanoyl chloride (6.39 mL, 48.4 mmol) in THF (45 mL) was added dropwise into the reaction mixture over 30 min. A LC/MS analysis indicated the consumption of the starting material in 1 hour at room temperature. To the reaction mixture was added tetrabutylammonium bromide (0.702 g, 2.179 mmol), followed by 20 mL of 5 M aq KOH solution dropwise. The reaction mixture was stirred at room temperature under argon overnight. A LC/MS analysis confirmed the reaction was complete. Ethyl acetate (50 mL) was added to the reaction. The organic layer was separated and washed with water (50 mL), brine (50 mL), dried over MgSO4, filtered and concentrated to a dark solid (18.5 g), which was used directly to next step. MS (ESI) 334 (M+H).

1. customthe consumption of the starting material in 1 hour at room temperature
2. customThe organic layer was separated
3. washwashed with water (50 mL), brine (50 mL)
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated to a dark solid (18.5 g), which

ORDレコード

ord-42a3fed68d794cf98dcbaccc98cfc39f

出典データセット

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09174965B2