8-Aminoquinoline → N-(1-phenylethyl)quinolin-8-amine

HRID 41319

反応式

HRID 41319 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.Br[CH:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH3:14]>C(N(CC)CC)C>[C:15]1([CH:13]([NH:1][C:2]2[CH:3]=[CH:4][CH:5]=[C:6]3[C:11]=2[N:10]=[CH:9][CH:8]=[CH:7]3)[CH3:14])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

4

反応物 2

HCID 113598-AminoquinolineHCID 11454(1-Bromoethyl)benzene3 回

生成物 1

HCID 43177816N-(1-phenylethyl)quinolin-8-amine収率 91%

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒3 回

反応条件

温度
120 °C

実験手順

A mixture of 1.44 g (10.0 mmol) of 8-aminoquinoline, 1.01 g (10.0 mmol) of triethylamine and 1.85 g (10.0 mmol) of 1-bromo-1-phenylethane (1) was stirred for 2 hr at 120° C. One more portion of 1.01 g of triethylamine as well as 1.85 g of 1-bromo-1-phenylethane was added. The resulting mixture was stirred for additional 2 hr at 120° C. One more portion of triethylamine and 1-bromo-1-phenylethane was added, and the reaction mixture was stirred for 2 hr at 120° C. Finally, the product was isolated using flash chromatography on silica gel 60 (40-63 um, eluent: hexanes-ethyl acetate=20:1, vol.) to give 2.26 g (91%) of the title compound.

後処理

  1. stirringThe resulting mixture was stirred for additional 2 hr at 120° C
  2. stirringthe reaction mixture was stirred for 2 hr at 120° C
  3. customFinally, the product was isolated

出典と根拠

ORDレコード
ord-5de44a545cb64177b7b1ef6fdc63fc77
出典データセット
uspto-grants-2013_09
特許番号
US08530593B2

関連ノート

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