6-Methyl-8-(piperazin-1-yl)quinoline → 8-{4-[2-(5-Methoxy-1-benzofuran-3-yl)ethyl]-1-piperazinyl}-6-methyl-quinoline

HRID 1178820ノート

反応式

HRID 1178820 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][CH:9]=[C:8]([CH2:11][CH2:12]I)[C:7]=2[CH:14]=1.[CH3:15][C:16]1[CH:17]=[C:18]2[C:23](=[C:24]([N:26]3[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]3)[CH:25]=1)[N:22]=[CH:21][CH:20]=[CH:19]2>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][CH:9]=[C:8]([CH2:11][CH2:12][N:29]3[CH2:30][CH2:31][N:26]([C:24]4[CH:25]=[C:16]([CH3:15])[CH:17]=[C:18]5[C:23]=4[N:22]=[CH:21][CH:20]=[CH:19]5)[CH2:27][CH2:28]3)[C:7]=2[CH:14]=1

参加物

3

反応物 2

HCID 207011566-Methyl-8-(piperazin-1-yl)quinolineHCID 236144423-(2-Iodoethyl)-5-methoxy-1-benzofuran

生成物 1

HCID 112696168-{4-[2-(5-Methoxy-1-benzofuran-3-yl)ethyl]-1-piperazinyl}-6-methyl-quinoline

実験手順

8-{4-[2-(5-methoxy-1-benzofuran-3-yl)ethyl]-1-piperazinyl}-6-methyl-quinoline was prepared by generally following the procedure outlined in example 21, step 6, starting from 2-(5-methoxy-1-benzofuran-3-yl)ethyl iodide (301 mg, 1 mmol) and 6-methyl-8-piperazino quinoline (227 mg, 1 mmol). The product was purified by silica-gel column chromatography by eluting it initially with 80% ethyl acetate:hexane and then with 5% methanol:ethyl acetate, yielding a brown oil. Yield: 150 mg (37%); (M+H): 402; 1HNMR (400 MHz, CDCl3): δ 8.82˜8.73 (dd, J1=1.7 Hz, J2=1.7 Hz, 1H); 8.03-802 (dd, J1=1.7 Hz, J2=1.7 Hz, 1H), 8.00˜6.88 (m, 7H); 3.87 (s, 3H) 3.49˜2.57 (m, 12H), 2.5 (s, 3H).

後処理

  1. customThe product was purified by silica-gel column chromatography
  2. washby eluting it initially with 80% ethyl acetate
  3. customhexane and then with 5% methanol:ethyl acetate, yielding a brown oil

出典と根拠

ORDレコード
ord-5f2bd52c82594d98856becdd0a9a96b7
出典データセット
uspto-grants-2007_10
特許番号
US07276603B2

反応ノート

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