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Methanol → HCID 57940632, 화합물

HRID 1437309
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인쇄 미리보기

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HRID 1437309 반응식
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
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 887MethanolHCID 11674985HCID 11674985, 화합물HCID 22648882Isocyano(trimethyl)silane

생성물 1

HCID 57940632HCID 57940632, 화합물수율 25%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
110 °C

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-2eacf359db1f49d48b10dfeeca5b897b
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07622471B2

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