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Triethylamine → Methyl [(5-chloropyridin-2-yl)amino](oxo)acetate

HRID 902862
ノート
印刷プレビュー

反応式

HRID 902862 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][N:3]=1.C(N(CC)CC)C.Cl[C:17](=[O:23])[C:18]([O:20][CH2:21]C)=[O:19].C(=O)([O-])O.[Na+]>C(Cl)Cl>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:17](=[O:23])[C:18]([O:20][CH3:21])=[O:19])=[N:3][CH:4]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 20884Ethoxalyl chlorideHCID 661742-Amino-5-chloropyridineHCID 516892Sodium Bicarbonate

生成物 1

HCID 44119563Methyl [(5-chloropyridin-2-yl)amino](oxo)acetate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2-Amino-5-chloropyridine (1.16 g) and triethylamine (1.51 ml) were dissolved in methylene chloride (26 ml), ethyl chlorooxoacetate (1.10 ml) was added to the solution under ice cooling, and the mixture was stirred at room temperature for 14 hours. After a saturated aqueous solution of sodium hydrogencarbonate was added to the reaction mixture to conduct liquid separation, the resultant organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=3:1). The thus-obtained pale yellow solids were dissolved in methanol (20 ml), and the solution was stirred at 50° C. for 11 hours. The reaction mixture was concentrated under reduced pressure, and crystals deposited were collected by filtration and dried to obtain the title compound (0.43 g).

後処理

  1. customliquid separation
  2. dry with materialthe resultant organic layer was dried over anhydrous sodium sulfate
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=3:1)
  5. dissolutionThe thus-obtained pale yellow solids were dissolved in methanol (20 ml)
  6. stirringthe solution was stirred at 50° C. for 11 hours
  7. concentrationThe reaction mixture was concentrated under reduced pressure, and crystals
  8. filtrationdeposited were collected by filtration
  9. customdried

出典と根拠

ORDレコード
ord-6d9f1f2c487540fbbefcd04eda8f3976
出典データセット
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07365205B2

反応ノート

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