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Methanol → HCID 57940632、化合物

HRID 1437309
ノート
印刷プレビュー

反応式

HRID 1437309 の反応式
C[Si]([N+:5]#[C-:6])(C)C.[CH3:7][O:8][C:9]1[N:14]=[CH:13][C:12]([N:15]2[C:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=3)=[CH:18][C:17]([C:26]([N:28]3[CH2:33][CH2:32][CH2:31][CH2:30][NH:29]3)=[O:27])=[N:16]2)=[CH:11][CH:10]=1.C[OH:35]>O1CCOCC1>[CH3:7][O:8][C:9]1[N:14]=[CH:13][C:12]([N:15]2[C:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=3)=[CH:18][C:17]([C:26]([N:28]3[CH2:33][CH2:32][CH2:31][CH2:30][N:29]3[C:6]([NH2:5])=[O:35])=[O:27])=[N:16]2)=[CH:11][CH:10]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 887MethanolHCID 11674985HCID 11674985、化合物HCID 22648882Isocyano(trimethyl)silane

生成物 1

HCID 57940632HCID 57940632、化合物収率 25%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
110 °C

実験手順

Trimethylsilyl isocyanide (0.920 mL) was added to 1-[1-(6-methoxy-3-pyridyl)-5-(2-pyridyl)pyrazole-3-carbonyl]hexahydropyridazine (0.397 g) obtained in Example 162 in 1,4-dioxane (3 mL) at room temperature, followed by stirring at an external temperature of 110° C. in a sealed tube for 4 days. Subsequently, the mixture was cooled in air. After methanol was added to the reaction mixture, the reaction solvent was removed under reduced pressure. The residue was partitioned between saturated aqueous solution of sodium hydrogencarbonate and a mixture solvent of chloroform-methanol (20:1). The organic layer was washed with saturated brine, and then dried over sodium sulfate anhydrate. The mixture was subjected to filtration, and the solvent was removed under reduced pressure. The residue was purified through silica gel column chromatography (chloroform-methanol), to thereby give the title compound as a solid (0.122 g, 25%).

後処理

  1. temperatureSubsequently, the mixture was cooled in air
  2. customthe reaction solvent was removed under reduced pressure
  3. customThe residue was partitioned between saturated aqueous solution of sodium hydrogencarbonate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over sodium sulfate anhydrate
  6. filtrationThe mixture was subjected to filtration
  7. customthe solvent was removed under reduced pressure
  8. customThe residue was purified through silica gel column chromatography (chloroform-methanol)

出典と根拠

ORDレコード
ord-2eacf359db1f49d48b10dfeeca5b897b
出典データセット
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07622471B2

反応ノート

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