Triethylamine → 6-(5-Methoxy-benzofuran-2-yl)-pyridazin-3-ylamine

HRID 501047

반응식

HRID 501047 반응식
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9](B(O)O)=[CH:8][C:7]=2[CH:14]=1.Br[C:16]1[N:21]=[N:20][C:19]([NH2:22])=[CH:18][CH:17]=1.CCN(CC)CC>CCO.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9]([C:16]3[N:21]=[N:20][C:19]([NH2:22])=[CH:18][CH:17]=3)=[CH:8][C:7]=2[CH:14]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 27947796-Bromopyridazin-3-amineHCID 22221596(5-Methoxy-1-benzofuran-2-yl)boronic acid

생성물 1

HCID 250149286-(5-Methoxy-benzofuran-2-yl)-pyridazin-3-ylamine수율 21.1%

시약·촉매·용매 2

HCID 178418476HCID 178418476, 화합물촉매HCID 702Ethanol용매

반응 조건

온도
140 °C

실험 절차

5-methoxybenzofuran boronic acid 1.2 mmol), 6-bromo-3-pyridazinamine (1.0 mmol), Pd(PPh3)2Cl2 (0.024 mmol) and NEt3 (317 μL) were mixed in EtOH (10 mL) in a 20 mL microwave vial. The mixture was stirred at 140° C. for 10 min in a microwave reactor. The solvent was removed under vacuum, water was added and the solution was extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and the solvent removed under vacuum. The crude substance was purified by preparative HPLC to afford the title compound as a white solid (51 mg). 1H NMR δ ppm 7.77 (d, 1 H) 7.52 (d, 1 H) 7.35 (s, 1H) 7.19 (d, 1 H) 6.79-6.98 (m, 2 H) 6.72 (s, 2 H) 3.80 (s, 3 H); MS m/z 242 (M+H).

후처리

  1. customThe solvent was removed under vacuum, water
  2. additionwas added
  3. extractionthe solution was extracted with EtOAc
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. customthe solvent removed under vacuum
  7. customThe crude substance was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-e336682ef11347baaef493fc5392dfac
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772256B2

연결된 노트

불러오는 중…