Water → HCID 44608544、化合物

HRID 1943687

反応式

HRID 1943687 の反応式
[O:1]1[CH2:6][CH2:5][NH:4][C:3]2[CH:7]=[N:8][CH:9]=[CH:10][C:2]1=2.[CH3:11][O:12][C:13]1[CH:17]=[C:16]([C:18](Cl)=[O:19])[O:15][N:14]=1.C(N(CC)CC)C.O>ClCCl>[O:1]1[CH2:6][CH2:5][N:4]([C:18]([C:16]2[O:15][N:14]=[C:13]([O:12][CH3:11])[CH:17]=2)=[O:19])[C:3]2[CH:7]=[N:8][CH:9]=[CH:10][C:2]1=2

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 121963593-Methoxy-5-isoxazolecarbonyl chlorideHCID 218859502H,3H,4H-pyrido[4,3-b][1,4]oxazine

生成物 1

HCID 44608544HCID 44608544、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

In a 10 ml flask, 3,4-dihydro-2H-pyrido[4,3-b][1,4]oxazine (100 mg, 0.73 mmol) and 3-methoxy-isoxazol-5-carbonyl chloride (131 mg, 0.80 mmol) were dissolved in dichloromethane. Triethylamine (0.51 ml, 3.65 mmol) was added thereto and then stirred at room temperature for 2 hours. After completion of the reaction by adding water dropwise, the reaction mixture was extracted with dichloromethane, and the combined organic layer was dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The residue was purified by column chromatography on amine silica eluting with a solvent of dichloromethane:methanol=30:1. The fractions containing the product were collected and evaporated to obtain the target compound 43, i.e., (2,3-dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-(3-methoxy-isoxazol-5-yl)-methanone, as pale-brown solid (149 mg, 78%).

後処理

  1. customAfter completion of the reaction
  2. extractionthe reaction mixture was extracted with dichloromethane
  3. dry with materialthe combined organic layer was dried over anhydrous sodium sulfate (Na2SO4)
  4. filtrationfiltered
  5. customevaporated under reduced pressure
  6. customThe residue was purified by column chromatography on amine silica eluting with a solvent of dichloromethane
  7. additionThe fractions containing the product
  8. customwere collected
  9. customevaporated

出典と根拠

ORDレコード
ord-bf094ab021954322a9bee2d356e54902
出典データセット
uspto-grants-2013_03
特許番号
US08394792B2

関連ノート

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