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2,6-Lutidine → HCID 57561127, 화합물

HRID 1724834
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HRID 1724834 반응식
[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
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참가 물질

5

반응물 3

HCID 79372,6-LutidineHCID 24813Phosphorus oxychlorideHCID 178494542HCID 178494542, 화합물

생성물 1

HCID 57561127HCID 57561127, 화합물

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-e4c9cc343d79486481cd4188b239041a
출처 데이터셋
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07488740B2

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