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Potassium Carbonate → 4-{[2-(Trifluoromethyl)-5-pyrimidinyl]oxy}benzaldehyde

HRID 474656
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HRID 474656 반응식
F[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[F:10][C:11]([F:20])([F:19])[C:12]1[N:17]=[CH:16][C:15]([OH:18])=[CH:14][N:13]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[F:20][C:11]([F:10])([F:19])[C:12]1[N:13]=[CH:14][C:15]([O:18][C:2]2[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=2)=[CH:16][N:17]=1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 680234-FluorobenzaldehydeHCID 135906802-(Trifluoromethyl)pyrimidin-5-ol

생성물 1

HCID 866231314-{[2-(Trifluoromethyl)-5-pyrimidinyl]oxy}benzaldehyde수율 71.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
130 °C

실험 절차

A mixture of 4-fluorobenzaldehyde (0.196 mL, 1.828 mmol), 2-(trifluoromethyl)-5-pyrimidinol (300 mg, 1.828 mmol), and K2CO3 (505 mg, 3.66 mmol) in DMF (2 mL) was heated with a microwave reactor at 130° C. for 1 h. After removing the solvent, the residue was diluted with water, extracted with DCM. The organic phase was dried over sodium sulfate, filtered, and concentrated. Purification via flash chromatography then afforded the title compound (351 mg, 1.309 mmol, 71.6% yield). LCMS: rt=2.97 min, [M+H+]=269

후처리

  1. customAfter removing the solvent
  2. additionthe residue was diluted with water
  3. extractionextracted with DCM
  4. dry with materialThe organic phase was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customPurification via flash chromatography

출처 및 근거

ORD 기록
ord-9bb09ef0249d471582c97aef54a1fb4a
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08637536B2

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