Potassium Carbonate → N-(3-(3-(1-(2-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl) methanesulfonamide

온도

80 °C

5-Bromo-3-(1-(2-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (140 mg, 0.267 mmol) and N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl) methane sulfonamide (Intermediate 3) (95 mg, 0.32 mmol) were added to a solution of toluene/ethanol/water (5/5/2.5 ml) previously purged with argon (10 min). The reaction mixture was purged with argon for a further 15 mins, followed by the addition of potassium carbonate (74 mg, 0.534 mmol) and Pd(PPh3)4 (15 mg, 0.0133 mmol). The resulting mixture was heated to reflux at 80° C. for 2 h. The reaction was monitored by TLC (50% ethyl acetate in hexane). The reaction mixture was cooled and diluted with ethyl acetate (50 ml) and washed with water (2×50 ml). The organic layer was dried over Na2SO4, and concentrated under reduced pressure to afford 205 mg of crude product which was taken as such for next reaction. MS: m/z=616.1 (M+1).

1. custompreviously purged with argon (10 min)
2. customThe reaction mixture was purged with argon for a further 15 mins
3. temperatureThe resulting mixture was heated
4. temperatureThe reaction mixture was cooled
5. washwashed with water (2×50 ml)
6. dry with materialThe organic layer was dried over Na2SO4
7. concentrationconcentrated under reduced pressure

ORD 기록

ord-c9ade94875924775a2521318a78e38bc

출처 데이터셋

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09353107B2