反応 #68585

反応方程式

NaOH

tert-butyl 2-(3-(2-methoxyethoxy)quinolin-6-yl)acetate

1-(6-phenylpyridazin-3-yl)hydrazine

HYDROCHLORIC ACID

→

desired product

3-(2-methoxyethoxy)-6-((6-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)quinoline

溶媒

water

反応条件

後処理

1. 1
   その他The vial was sealed
2. 2
   ろ過the precipitate was collected via filtration
3. 3
   workup.DISSOLUTIONwas dissolved in DCM
4. 4
   洗浄The organic was washed with water
5. 5
   乾燥dried over MgSO4
6. 6
   その他removed solvent in vacuo
7. 7
   その他The crude product was purified

実験手順

To a 5 ml CEM microwave tube was added tert-butyl 2-(3-(2-methoxyethoxy)quinolin-6-yl)acetate (0.080 g, 0.25 mmol), 1-(6-phenylpyridazin-3-yl)hydrazine (0.094 g, 0.50 mmol), HYDROCHLORIC ACID (0.063 ml, 0.76 mmol), and water (0.2 mL) as solvent. The vial was sealed and first heated at 90° C. for 30 min then placed into CEM microwave for 15 min. at 140° C., with 100 Watts of power via Powermax. The reaction mixture was adjusted the pH to 7 by adding 5 N NaOH and the precipitate was collected via filtration. The brown ppt. was dissolved in DCM. The organic was washed with water, dried over MgSO4, and removed solvent in vacuo. The crude product was purified using SiO2 chromatography (Teledyne Isco RediSep®, P/N 68-2203-026, 12 g SiO2, DCM:EtOAc:MeOH=60%:37%:3%, Flow=30 mL/min) to afford the desired product as light yellowish solid. MS m/z: 412.3 (M+H). Calc'd. for C24H21N5O2−411.45.

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