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

HRID 1178819노트

반응식

HRID 1178819 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.[Cl: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]([Cl: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

참가 물질

3

반응물 2

HCID 236144423-(2-Iodoethyl)-5-methoxy-1-benzofuranHCID 592048546-Chloro-8-(piperazin-1-yl)quinoline

생성물 1

HCID 111544098-{4-[2-(5-Methoxy-1-benzofuran-3-yl)ethyl]-1-piperazinyl}-6-chloro-quinoline

실험 절차

8-{4-[2-(5-methoxy-1-benzofuran-3-yl)ethyl]-1-piperazinyl}-6-chloro-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-chloro-8-piperazino quinoline (247 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, yield a brown solid. MP: 72° C.; Yield: 130 mg (30%); (M+H): 422; 1HNMR (400 MHz, CDCl3): δ□8.86˜8.84 (dd, J1=1.7 Hz, J2=1.7 Hz, 1H); 8.05˜8.02 (dd, J1=1.7 Hz,J2=1.7 Hz, 1H); 7.60˜6.88 (m, 7H); 3.86 (s, 3H); 3.69˜2.57 (m, 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, yield a brown solid

출처 및 근거

ORD 기록
ord-a3c0168847554fc286732e3f5812b59b
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07276603B2

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