Pyridine → methyl 2-fluoro-3-(N-methylbenzamido)benzoate

HRID 534669노트

반응식

HRID 534669 반응식
[F:1][C:2]1[C:10]([NH:11][CH3:12])=[CH:9][CH:8]=[CH:7]C=1C(O)=O.[C:13](Cl)(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.N1C=CC=CC=1.[C:28]([O:31][CH2:32]C)(=[O:30])[CH3:29]>O1CCCC1>[F:1][C:2]1[C:10]([N:11]([CH3:12])[C:13](=[O:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:9][CH:8]=[CH:7][C:29]=1[C:28]([O:31][CH3:32])=[O:30]

참가 물질

6

반응물 4

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 8857Ethyl AcetateHCID 200866302-Fluoro3-(methylamino)benzoic acid

생성물 1

HCID 58298654methyl 2-fluoro-3-(N-methylbenzamido)benzoate수율 64%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2-Fluoro3-(methylamino)benzoic acid (1.42 g, 4.94 mmol) was dissolved in tetrahydrofuran (15 ml), and benzoyl chloride (0.83 g, 5.90 mmol) and pyridine (0.47 g, 5.94 mmol) were added thereto. The reaction mixture was allowed to react for 12 hours at room temperature. Ethyl acetate was added to the reaction solution, and the mixture was washed sequentially with water, a 1N hydrochloric acid, a saturated aqueous solution of sodium bicarbonate, and saturated saline, and then dried over anhydrous sodium sulfate. The sodium sulfate was filtered away, and the concentration residue was purified by silica gel column chromatography (developer solvent: ethyl acetate/n-hexane=1/8), as a result of which 1.42 g (yield: 64%) of the indicated compound was obtained.

후처리

  1. customto react for 12 hours at room temperature
  2. washthe mixture was washed sequentially with water
  3. dry with materiala 1N hydrochloric acid, a saturated aqueous solution of sodium bicarbonate, and saturated saline, and then dried over anhydrous sodium sulfate
  4. filtrationThe sodium sulfate was filtered away
  5. customthe concentration residue was purified by silica gel column chromatography (developer solvent: ethyl acetate/n-hexane=1/8)

출처 및 근거

ORD 기록
ord-414311e9b3904f858acb14c0f12fb19a
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08853440B2

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