Selectfluor → HCID 59255049, 화합물

HRID 1809357노트

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HRID 1809357 반응식
[CH:1]([N:4]1[C:9]([CH3:10])=[CH:8][CH:7]=[C:6]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:5]1=[O:16])([CH3:3])[CH3:2].[F:17][B-](F)(F)F.F[B-](F)(F)F.ClC[N+]12CC[N+](F)(CC1)CC2>C(#N)C>[F:17][C:8]1[CH:7]=[C:6]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:5](=[O:16])[N:4]([CH:1]([CH3:2])[CH3:3])[C:9]=1[CH3:10]

참가 물질

4

반응물 2

HCID 2724933SelectfluorHCID 59255053HCID 59255053, 화합물

생성물 1

HCID 59255049HCID 59255049, 화합물수율 24%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of ethyl 1-isopropyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylate as prepared in Example 1(5) (2.23 g, 10.0 mmol) and 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (3.76 g, 10.6 mmol) in acetonitrile (80 mL) was stirred at room temperature for 16 h. The mixture was quenched with water (300 mL), and extracted with ethyl acetate (100 mL×4). The combined organic layers were washed with water (100 mL×6), brine (100 mL), dried over magnesium sulfate and concentrated in vacuo. The residue was chromatographed on a column of silica gel eluting with n-hexane/ethyl acetate (v/v=2/1˜1/1) to give 572 mg (24%) of the title compound as a yellow solid.

후처리

  1. customThe mixture was quenched with water (300 mL)
  2. extractionextracted with ethyl acetate (100 mL×4)
  3. washThe combined organic layers were washed with water (100 mL×6), brine (100 mL)
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue was chromatographed on a column of silica gel eluting with n-hexane/ethyl acetate (v/v=2/1˜1/1)

출처 및 근거

ORD 기록
ord-3d3989319bb34822a18506d51801f5d4
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362038B2

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