Ammonium Chloride → HCID 23114695, 화합물

HRID 748742노트

반응식

HRID 748742 반응식
C([Mg]Cl)(C)C.[CH2:6]([O:9][C:10]1[C:11](Br)=[N:12][CH:13]=[CH:14][CH:15]=1)[CH:7]=[CH2:8].[F:17][C:18]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:19]=1[CH:20]=[O:21].[Cl-].[NH4+]>O1CCCC1>[CH2:6]([O:9][C:10]1[C:11]([CH:20]([C:19]2[CH:22]=[C:23]([F:26])[CH:24]=[CH:25][C:18]=2[F:17])[OH:21])=[N:12][CH:13]=[CH:14][CH:15]=1)[CH:7]=[CH2:8]

참가 물질

6

반응물 4

HCID 25517Ammonium ChlorideHCID 1376632,5-DifluorobenzaldehydeHCID 23028574Pyridine, 2-bromo-3-(2-propenyloxy)-HCID 178418918HCID 178418918, 화합물

생성물 1

HCID 23114695HCID 23114695, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Under an argon atmosphere, a tetrahydrofuran solution (1.5 ml, 3 mmol) of isopropylmagnesium chloride was added dropwise to a tetrahydrofuran (2 ml) solution of 3-allyloxy-2-bromopyridine (642 mg, 3 mmol) under ice cooling. The resulting mixture was stirred at room temperature for 60 minutes. Under ice cooling, 2,5-difluorobenzaldehyde (328 μl, 3 mmol) was added dropwise to the resulting brown solution. The temperature of the reaction mixture was raised gradually to room temperature. A saturated aqueous solution of ammonium chloride was added and then, the mixture was extracted with ethyl acetate. The solvent was dried, followed by concentration under reduced pressure. The residue thus obtained was purified by silica gel chromatography (hexane:ethyl acetate=4:1), whereby the title compound (375 mg, 45%) was obtained as an oil.

후처리

  1. temperatureThe temperature of the reaction mixture was raised gradually to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. customThe solvent was dried
  4. concentrationfollowed by concentration under reduced pressure
  5. customThe residue thus obtained
  6. customwas purified by silica gel chromatography (hexane:ethyl acetate=4:1), whereby the title compound (375 mg, 45%)
  7. customwas obtained as an oil

출처 및 근거

ORD 기록
ord-1353757dff7948859cf8bb7118787a4f
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07399775B2

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