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

HRID 501047

反応式

HRID 501047 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 178418476HCID 178418476、化合物触媒HCID 702Ethanol溶媒

反応条件

温度
140 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-e336682ef11347baaef493fc5392dfac
出典データセット
uspto-grants-2010_08
特許番号
US07772256B2

関連ノート

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