تفاعل #59382

ord-56fdc0a3626241f985b2bcd8d75d047c

معادلة التفاعل

CCCNC(=O)c1nnc2c(I)cccc2c1N
4-amino-8-iodo-N-propyl-cinnoline-3-carboxamide
COc1ccc(B(O)O)cc1
4-methoxyphenylboronic acid
CCCNC(=O)c1nnc2c(-c3ccc(OC)cc3)cccc2c1N
title compound
المردود 70.2%
CCCNC(=O)c1nnc2c(-c3ccc(OC)cc3)cccc2c1N
4-amino-8-(4-methoxyphenyl)-N-propyl-cinnoline-3-carboxamide
المردود 70.2%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىwere reacted
  2. 2
    درجة الحرارة(reflux 14 hours)

الإجراء التجريبي

Using method F, 4-amino-8-iodo-N-propyl-cinnoline-3-carboxamide (178 mg, 0.50 mmol) and 4-methoxyphenylboronic acid (303 mg, 2.00 mmol) were reacted (reflux 14 hours) to afford the title compound (118 mg, 70% yield) as a white solid. 1H NMR (300 MHz, CDCl3) δ 8.58 (bm, 1H), 7.69-7.83 (m, 3H), 7.62 (d, J=8.9 Hz, 2H), 7.05 (d, J=8.9 Hz, 2H), 3.87 (s, 3H), 3.45 (apparent q, J=6.6 Hz, 2H), 1.65 (apparent sextet, J=7.4 Hz, 2H), 1.00 (t, J=7.4 Hz, 3H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07425556B2uspto-grants-2008_09