Triethylamine → 2-cyclopropylmethyl-6-(2,3-dihydro-1-benzofuran-5-yl)-4-methanesulfonyloxymethyl-2H-pyridazin-3-one

HRID 2249410ノート

反応式

HRID 2249410 の反応式
[CH:1]1([CH2:4][N:5]2[C:10](=[O:11])[C:9]([CH2:12][OH:13])=[CH:8][C:7]([C:14]3[CH:15]=[CH:16][C:17]4[O:21][CH2:20][CH2:19][C:18]=4[CH:22]=3)=[N:6]2)[CH2:3][CH2:2]1.C(N(CC)CC)C.[CH3:30][S:31](Cl)(=[O:33])=[O:32].C(=O)([O-])O.[Na+]>C(Cl)Cl>[CH:1]1([CH2:4][N:5]2[C:10](=[O:11])[C:9]([CH2:12][O:13][S:31]([CH3:30])(=[O:33])=[O:32])=[CH:8][C:7]([C:14]3[CH:15]=[CH:16][C:17]4[O:21][CH2:20][CH2:19][C:18]=4[CH:22]=3)=[N:6]2)[CH2:3][CH2:2]1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 230941232-cyclopropylmethyl-6-(2,3-dihydro-1-benzofuran-5-yl)-4-hydroxymethyl-2H-pyridazin-3-one

生成物 1

HCID 230941212-cyclopropylmethyl-6-(2,3-dihydro-1-benzofuran-5-yl)-4-methanesulfonyloxymethyl-2H-pyridazin-3-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2-Cyclopropylmethyl-6-(2,3-dihydro-1-benzofuran-5-yl)-4-hydroxymethyl-2H-pyridazin-3-one (540 mg, 1.81 mmol) was dissolved in methylene chloride (12 mL), and triethylamine (238 mg, 2.35 mmol) and methanesulfonyl chloride (249 mg, 2.17 mmol) were added to the solution under cooling with ice, followed by stirring for one hour. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction mixture, and the resultant mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over sodium sulfate anhydrate. The solvent was removed under reduced pressure, and the residue was recrystallized from chloroform-hexane, to thereby yield 607 mg of the title compound as a pale yellow crystalline powder (89.1%).

後処理

  1. temperatureunder cooling with ice
  2. extractionthe resultant mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over sodium sulfate anhydrate
  5. customThe solvent was removed under reduced pressure
  6. customthe residue was recrystallized from chloroform-hexane

出典と根拠

ORDレコード
ord-f055003059be4a33aaf03e5de6bc8249
出典データセット
uspto-grants-2008_01
特許番号
US07314877B2

反応ノート

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