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2,6-Lutidine → HCID 57561127、化合物

HRID 1724834
ノート
印刷プレビュー

反応式

HRID 1724834 の反応式
[CH3:1][O:2][CH2:3][C:4]1[CH:13]=[C:12](O)[C:11]2[C:6](=[N:7][C:8]([C:15]3[C:20]([C:21]([F:24])([F:23])[F:22])=[CH:19][CH:18]=[CH:17][N:16]=3)=[CH:9][CH:10]=2)[N:5]=1.O=P(Cl)(Cl)[Cl:27].N1C(C)=CC=CC=1C>C(Cl)(Cl)Cl>[Cl:27][C:12]1[C:11]2[C:6](=[N:7][C:8]([C:15]3[C:20]([C:21]([F:24])([F:23])[F:22])=[CH:19][CH:18]=[CH:17][N:16]=3)=[CH:9][CH:10]=2)[N:5]=[C:4]([CH2:3][O:2][CH3:1])[CH:13]=1
参加物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 79372,6-LutidineHCID 24813Phosphorus oxychlorideHCID 178494542HCID 178494542、化合物

生成物 1

HCID 57561127HCID 57561127、化合物

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

2-Methoxymethyl-7-(3-trifluoromethyl-pyridin-2-yl)-[1,8]napthyridin-4-ol (191 mg, 0.569 mmol) is dissolved in a solution of chloroform (15 mL), POCl3 (0.212 mL, 2.28 mmol) and 2,6-lutidine (0.256 mL, 2.28 mmol). The reaction is heated at reflux overnight. The mixture is concentrated under reduced pressure. The resulting residue is dissolved in EtOAc (50 mL) and extracted with water (50 mL), saturated NaHCO3(aq) (50 mL) and brine (50 mL). The organic extract is dried over Na2SO4 and the solvent removed under reduced pressure. The crude product is purified by column chromatography on silica gel eluting with hexanes/EtOAc (1:1) to yield the title compound as a white solid.

後処理

  1. temperatureThe reaction is heated
  2. temperatureat reflux overnight
  3. concentrationThe mixture is concentrated under reduced pressure
  4. dissolutionThe resulting residue is dissolved in EtOAc (50 mL)
  5. extractionextracted with water (50 mL), saturated NaHCO3(aq) (50 mL) and brine (50 mL)
  6. extractionThe organic extract
  7. dry with materialis dried over Na2SO4
  8. customthe solvent removed under reduced pressure
  9. customThe crude product is purified by column chromatography on silica gel eluting with hexanes/EtOAc (1:1)

出典と根拠

ORDレコード
ord-e4c9cc343d79486481cd4188b239041a
出典データセット
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07488740B2

反応ノート

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