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Urea → HCID 86678205、化合物

HRID 1747554
ノート
印刷プレビュー

反応式

HRID 1747554 の反応式
[Cl:1][C:2]1[C:3]([O:13][CH:14]([C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)[C:15]([F:18])([F:17])[F:16])=[N:4][C:5]2[C:10]([N:11]=1)=[CH:9][C:8](N)=[CH:7][CH:6]=2.N([O-])=O.[Na+].NC(N)=O.[I-:33].[K+].C(=O)(O)[O-].[Na+].S([O-])([O-])(=O)=S.[Na+].[Na+]>Cl.O>[Cl:1][C:2]1[C:3]([O:13][CH:14]([C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)[C:15]([F:18])([F:17])[F:16])=[N:4][C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([I:33])=[CH:7][CH:6]=2
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

9

反応物 6

HCID 1176UreaHCID 4875Potassium IodideHCID 24477Sodium ThiosulfateHCID 516892Sodium BicarbonateHCID 23668193Sodium NitriteHCID 86678204HCID 86678204、化合物

生成物 1

HCID 86678205HCID 86678205、化合物
収率 33%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

In 2.0 mol/L hydrochloric acid (50.0 mL) was dissolved 3-chloro-2-(2,2,2-trifluoro-1-(pyridin-3-yl)ethoxy) quinoxaline-6-amine (2.00 g, 5.64 mmol) obtained in Step 3 and the mixture was cooled to 0° C. Sodium nitrite (506 mg, 7.33 mmol) was added and the mixture was stirred at 0° C. for 10 minutes. Urea (508 mg, 8.46 mmol) was added to the reaction mixture and the mixture was stirred at 0° C. for 10 minutes. Potassium iodide (2.34 g, 14.1 mmol) dissolved in water (10.0 mL) was slowly added and the mixture was stirred at room temperature for 30 minutes. A saturated aqueous sodium bicarbonate solution and a saturated aqueous sodium thiosulfate solution were added to the reaction mixture. Extraction with ethyl acetate, washing with saturated brine and drying over anhydrous magnesium sulfate were performed. After filtration, the solvent in the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/0 to 3/2) to give Compound A47 (868 mg, 33% yield).

後処理

  1. stirringthe mixture was stirred at 0° C. for 10 minutes
  2. additionwas slowly added
  3. stirringthe mixture was stirred at room temperature for 30 minutes
  4. extractionExtraction with ethyl acetate
  5. washwashing with saturated brine
  6. dry with materialdrying over anhydrous magnesium sulfate
  7. filtrationAfter filtration
  8. customthe solvent in the filtrate was evaporated under reduced pressure
  9. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/0 to 3/2)
  10. customto give Compound A47 (868 mg, 33% yield)

出典と根拠

ORDレコード
ord-1333e7a69d80476c89e1304416c59ade
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09150569B2

反応ノート

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