تفاعل #647
ord-398e791076cd44778e3b80090d8d8371
معادلة التفاعل
O=C(O)c1ccc(Br)c(Cl)
C1CCNCC1
→
O=C(O)c1ccc(N2CCCCC2
المردود 10.0%
المتفاعلات
المذيبات
ظروف التفاعل
درجة الحرارة
80°CELSIUS
الإجراء التجريبي
4-bromo-3-chlorobenzoic acid (0.353 g, 1.5 mmol), piperidine (0.234 mL, 2.25 mmol), and sodium tert-butoxide (0.216 g, 2.25 mmol) were stirred together under N2 and heated to 80 °C. Pd2(dba)3 (0.014 g, 0.015 mmol), and BINAP (0.031 g, 0.05 mmol) were mixed in toluene (2 mL) and then added to the mixture and stirred at 110 °C overnight. LCMS showed a very small amount of desired product (~2%). The reaction mixture was degassed with N2 for 30 minutes, then addtional Pd/ Binap was added. The reaction was again heated to 110 C. LCMS showed a small amount of desired product (~10%) but mostly still starting material. The desired product was not isolated from this reaction.
المصدر
750 AstraZeneca ELN dataset