反応 #956263

反応方程式

4-(5-(5-chloro-1-(4-methoxybenzyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-(2-(dimethylamino)-4-methoxypyrimidin-5-yl)-3-isopropyl-6-oxo-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-4-yl)-2-fluorobenzonitrile

TFA

→

title compound

収率 37.9%

4-(5-(5-Chloro-2-oxo-1,2-dihydropyridin-3-yl)-2-(2-(dimethylamino)-4-methoxypyrimidin-5-yl)-3-isopropyl-6-oxo-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-4-yl)-2-fluorobenzonitrile

収率 37.9%

反応条件

後処理

1. 1
   その他Then the reaction mixture was quenched with a saturated NaHCO3 solution
2. 2
   抽出extracted twice with CH2Cl2
3. 3
   洗浄washed with saturated NaHCO3 solution
4. 4
   乾燥dried (Na2SO4)
5. 5
   その他evaporated
6. 6
   その他The reaction mixture was purified by chromatography (Silicagel, EtOAc)
7. 7
   その他After evaporation of the fractions
8. 8
   その他the residue was triturated in diisopropylether

実験手順

A mixture of 4-(5-(5-chloro-1-(4-methoxybenzyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-(2-(dimethylamino)-4-methoxypyrimidin-5-yl)-3-isopropyl-6-oxo-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-4-yl)-2-fluorobenzonitrile (388 mg, 0.568 mmol, product from step 193.1) and TFA (2.188 ml, 28.4 mmol) was stirred at 100° C. for 1 hour. Then the reaction mixture was quenched with a saturated NaHCO3 solution and extracted twice with CH2Cl2. The organic layers were combined and washed with saturated NaHCO3 solution, dried (Na2SO4) and evaporated. The reaction mixture was purified by chromatography (Silicagel, EtOAc). After evaporation of the fractions, the residue was triturated in diisopropylether to afford 121 mg (0.215 mmol, 37.8% yield) of the title compound as a white solid. LCMS: (M+H)=563/565; tR=1.04 min (LC−MS 4). TLC: Rf=0.34 (EtOAc). 1H−NMR (DMSO−d6, 600 MHz) δ ppm 12.36 (s, 1H) 8.28 (s, 1H) 7.91 (t, 1H) 7.65−7.53 (m, 3H) 7.40 (d, 1H) 6.84 (bs, 1H) 3.87 (s, 3H) 3.18 (s, 6H) 2.60 (m, 1H) 1.08 (d, 3H) 0.47 (d, 3H).

出典