8-Bromo-4-((4-methoxybenzyl)amino)quinoline-3-carboxylic acid → 8-bromo-N-(4-methoxybenzyl)quinolin-4-amine

HRID 1469740ノート

反応式

HRID 1469740 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][C:8](C(O)=O)=[C:7]2[NH:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=1>C1(OC2C=CC=CC=2)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[C:7]2[NH:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=1

参加物

3

反応物 1

HCID 866922348-Bromo-4-((4-methoxybenzyl)amino)quinoline-3-carboxylic acid

生成物 1

HCID 866922358-bromo-N-(4-methoxybenzyl)quinolin-4-amine収率 101.6%

試薬・触媒・溶媒 1

HCID 7583Diphenyl Ether溶媒

実験手順

A solution of 8-bromo-4-((4-methoxybenzyl)amino)quinoline-3-carboxylic acid (1.0 g, 2.58 mmol) in diphenyl ether (5 mL) was heated at 240° C. for 30 min. Then petroleum ether was added to the reaction mixture at rt and the precipitated solid was filtered and dried to afford 900 mg of the title product. 1H NMR (300 MHz, DMSO d6): δ 8.38 (d, J=5.4 Hz, 1H), 8.34-8.31 (d, J=9.0 Hz, 1H), 8.06 (t, 1H), 8.02-7.99 (d, J=7.5 Hz, 1H), 7.37-7.29 (m, 3H), 6.90-6.87 (d, J=8.4 Hz, 2H), 6.44 (d, J=5.1 Hz, 1H), 4.49 (d, J=6.0 Hz, 2H), 3.71 (s, 3H).

後処理

  1. filtrationthe precipitated solid was filtered
  2. customdried

出典と根拠

ORDレコード
ord-181b20f5156041019c5acbad86612801
出典データセット
uspto-grants-2015_04
特許番号
US09006257B2

反応ノート

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