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

HRID 1178822노트

반응식

HRID 1178822 반응식
[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.[O:15]([C:17]1[CH:18]=[C:19]2[C:24](=[C:25]([N:27]3[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]3)[CH:26]=1)[N:23]=[CH:22][CH:21]=[CH:20]2)[CH3:16]>>[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:30]3[CH2:31][CH2:32][N:27]([C:25]4[CH:26]=[C:17]([O:15][CH3:16])[CH:18]=[C:19]5[C:24]=4[N:23]=[CH:22][CH:21]=[CH:20]5)[CH2:28][CH2:29]3)[C:7]=2[CH:14]=1

참가 물질

3

반응물 2

HCID 184141776-Methoxy-8-(piperazin-1-YL)quinolineHCID 236144423-(2-Iodoethyl)-5-methoxy-1-benzofuran

생성물 1

HCID 114528008-{4-[2-(5-Methoxy-1-benzofuran-3-yl)ethyl]-1-piperazinyl}-6-methoxy-quinoline

실험 절차

8-{4-[2-(5-methoxy-1-benzofuran-3-yl)ethyl]-1-piperazinyl}-6-methoxy-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-methoxyl-8-piperazino quinoline (243 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: 90 mg, (21%); (M+H): 418; 1HNMR (400 MHZ, CDCl3): δ 8.73˜8.71 (dd, J1=1.7 Hz, J2=1.7 Hz, 1H) 8.03˜8.00 (dd, J1=1.7 Hz, J2=1.7 Hz, 1H), 7.50˜6.71 (m, 7H); 3.91 (s, 3H), 3.87 (s, 3H), 3.55˜2.82 (12H).

후처리

  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

출처 및 근거

ORD 기록
ord-69e2d584f1164239b90a750b0cddd7b4
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07276603B2

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