Potassium Carbonate → (5-Bromo-3-methylfuro[3,2-b]pyridin-2-yl)(cyclohexyl)methanone

HRID 2091250노트

반응식

HRID 2091250 반응식
[Br:1][C:2]1[N:7]=[C:6]([C:8](=O)[CH3:9])[C:5]([OH:11])=[CH:4][CH:3]=1.Br[CH2:13][C:14]([CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)=[O:15].C(=O)([O-])[O-].[K+].[K+].[Cl-].[NH4+]>CN(C)C=O>[Br:1][C:2]1[N:7]=[C:6]2[C:8]([CH3:9])=[C:13]([C:14]([CH:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)=[O:15])[O:11][C:5]2=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 111600272-Bromo-1-cyclohexylethanoneHCID 722180151-(6-Bromo-3-hydroxypyridin-2-YL)ethanone

생성물 1

HCID 86662737(5-Bromo-3-methylfuro[3,2-b]pyridin-2-yl)(cyclohexyl)methanone수율 35.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a mixture of 1-(6-bromo-3-hydroxypyridin-2-yl)ethanone (1.64 g) synthesized above, 2-bromo-1-cyclohexylethanone (2.34 g) synthesized in Example A51(1) and N,N-dimethylformamide (20 mL) was added potassium carbonate (3.15 g), and the mixture was stirred overnight at room temperature. Saturated aqueous ammonium chloride solution was added to quench the reaction, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was washed with diisopropyl ether to give the title object compound (865 mg, 35%) as a white solid.

후처리

  1. customto quench
  2. customthe reaction
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. washThe residue was washed with diisopropyl ether

출처 및 근거

ORD 기록
ord-72676036e1424762945985dca6dc9069
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436043B2

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