تفاعل #327059

ord-cbf2be0446cf45fcaf7f60559010f89a

معادلة التفاعل

Nc1n[nH]c2c(Br)ccc(-c3ccc([N+](=O)[O-])cc3)c12
mixture
Nc1n[nH]c2c(Br)ccc(-c3ccc([N+](=O)[O-])cc3)c12
7-bromo-4-(4-nitrophenyl)-1H-indazol-3-amine
C=CC(=O)N(C)C
N,N-dimethylacrylamide
CCN(CC)CC
triethylamine
CN(C)C(=O)/C=C/c1ccc(-c2ccc([N+](=O)[O-])cc2)c2c(N)n[nH]c12
desired product
CN(C)C(=O)/C=C/c1ccc(-c2ccc([N+](=O)[O-])cc2)c2c(N)n[nH]c12
(2E)-3-[3-amino-4-(4-nitrophenyl)-1H-indazol-7-yl]-N,N-dimethylacrylamide

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزconcentrated
  2. 2
    أخرىThe residue was purified by flash column chromatography on silica gel with 3% methanol/dichloromethane

الإجراء التجريبي

A mixture of Example 84B (165 mg), N,N-dimethylacrylamide (0.102 mL), triethylamine (0.207 mL), and Pd(o-tol3P)2Cl2 (30 mg) in THF (2 mL) in a sealed tube was heated in a Smith Synthesizer microwave oven (at 300 W) to 150° C. and concentrated. The residue was purified by flash column chromatography on silica gel with 3% methanol/dichloromethane to provide 163 mg of the desired product. MS (ESI(+)) m/e 352 (M+H)+.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08642776B2uspto-grants-2014_02