반응 #68454
ord-851298e2ada047858e95d9b75aa367ec
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반응물
시약
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후처리
- 1농축The reaction mixture was concentrated in vacuo
- 2기타The remaining oil was triturated with diethyl ether
- 3기타A gel-like solid formed which
- 4기타was collected on a glass frit
- 5세척washing with diethyl ether
- 6기타The solid was then triturated with ethyl acetate, and finally acetonitrile
- 7기타An amorphous solid formed which
- 8기타was collected on a glass frit
- 9세척washing with acetonitrile
- 10기타The solid was further dried under high vacuum
- 11농축In addition, the ethyl acetate filtrate was concentrated in vacuo
- 12기타The remaining oil was then triturated with acetonitrile
- 13기타An amorphous solid formed
- 14기타was collected on a glass frit
- 15세척washing with acetonitrile
- 16기타The solid was further dried under high vacuum
실험 절차
N′-(6-chloropyridazin-3-yl)-2-(7-methoxyquinolin-4-yloxy)acetohydrazide (2.53 g, 7.0 mmol) was suspended in tetrahydrofuran (50 mL) then added triphenylphosphine (2.8 g, 11 mmol) and trimethylsilyl azide (1.4 ml, 11 mmol). To this suspension, was added diethylazodicarboxylate (2.0 ml, 13 mmol) in rapid drops with a syringe. The mixture became clear and hot to the touch. The reaction mixture was heated at 50° C. for 30 minutes. The reaction mixture was concentrated in vacuo. The remaining oil was triturated with diethyl ether. A gel-like solid formed which was collected on a glass frit, washing with diethyl ether. The solid was then triturated with ethyl acetate, and finally acetonitrile. An amorphous solid formed which was collected on a glass frit, washing with acetonitrile. The solid was further dried under high vacuum. In addition, the ethyl acetate filtrate was concentrated in vacuo. The remaining oil was then triturated with acetonitrile. An amorphous solid formed and was collected on a glass frit, washing with acetonitrile. The solid was further dried under high vacuum affording 4-((6-chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methoxy)-7-methoxyquinoline as a tan solid. MS (ESI, pos. ion) m/z: 342.1 (M+1).