تفاعل #1563869

ord-63adece0322141ebb8092ff18f18fc28

معادلة التفاعل

c1ccncc1
pyridine
Brc1c[nH]cn1
4-Bromo-1H-imidazole
OB(O)c1ccccc1
phenylboronic acid
Brc1cn(-c2ccccc2)cn1
4-bromo-1-phenyl-1H-imidazole
المردود 26.4%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThe reaction mass was then filtered through Celite
  2. 2
    غسيلwashed with methanol
  3. 3
    تركيزconcentrated
  4. 4
    أخرىpurified by silica gel chromatography (eluent 15% ethyl acetate/hexane)

الإجراء التجريبي

4-Bromo-1H-imidazole (500 mg, 3.4 mmol, 1 eq), phenylboronic acid (830 mg, 6.8 mmol, 2 eq), anhydrous cupric acetate (926 mg, 5.1 mmol), activated 4 Å molecular sieves (2 g) and pyridine (0.3 ml) were combined in dichloromethane (20 ml) and stirred for 2 days in the presence of air. The reaction mass was then filtered through Celite, washed with methanol, and concentrated and purified by silica gel chromatography (eluent 15% ethyl acetate/hexane) to afforded yellowish sticky solid 4-bromo-1-phenyl-1H-imidazole (200 mg, 26%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09402397B2uspto-grants-2016_08