반응 #155875

반응 방정식

diphenylmethanimine

6-bromo-3-ethyl-1-phenyl-1H-indazole

Xantphos

Cs2CO3

→

3-ethyl-1-phenyl-1H-indazol-6-amine

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타Into a 100-mL 3-necked round-bottom flask purged
2. 2
   온도maintained with an inert atmosphere of nitrogen
3. 3
   온도The resulting solution was heated
4. 4
   온도to reflux for 16 h in an oil bath
5. 5
   농축The resulting mixture was concentrated under vacuum
6. 6
   workup.DISSOLUTIONThe residue was dissolved in tetrahydrofuran/3N hydrogen chloride (15 mL/5 mL)
7. 7
   농축concentrated under vacuum

실험 절차

Into a 100-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 6-bromo-3-ethyl-1-phenyl-1H-indazole (300 mg, 1.00 mmol, 1.00 equiv) in tetrahydrofuran (30 mL), Xantphos (64 mg, 0.11 mmol, 0.11 equiv), Pd(OAc)2 (33 mg, 0.15 mmol, 0.15 equiv), Cs2CO3 (214 mg, 1.11 mmol, 1.11 equiv), diphenylmethanimine (200 mg, 1.10 mmol, 1.10 equiv). The resulting solution was heated to reflux for 16 h in an oil bath. The resulting mixture was concentrated under vacuum. The residue was dissolved in tetrahydrofuran/3N hydrogen chloride (15 mL/5 mL). The resulting solution was stirred for an additional 2 h at room temperature, then concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate:MeOH:NH4OH (30:1:0.3) to yield 3-ethyl-1-phenyl-1H-indazol-6-amine as yellow oil.

출처