Dichloromethane → HCID 57736542, 화합물

HRID 1641736노트

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HRID 1641736 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[CH:9]([S:23]([C:26]1[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=1)(=[O:25])=[O:24])[C:10]1[C:11]([CH3:22])=[CH:12][C:13]([C:16]([NH:18][CH2:19][CH2:20]O)=[O:17])=[N:14][CH:15]=1.C(Cl)[Cl:34]>S(Cl)(Cl)=O>[Cl:34][CH2:20][CH2:19][NH:18][C:16]([C:13]1[CH:12]=[C:11]([CH3:22])[C:10]([CH:9]([C:3]2[CH:4]=[C:5]([F:8])[CH:6]=[CH:7][C:2]=2[F:1])[S:23]([C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)(=[O:25])=[O:24])=[CH:15][N:14]=1)=[O:17]

참가 물질

4

반응물 2

HCID 6344DichloromethaneHCID 57736474HCID 57736474, 화합물

생성물 1

HCID 57736542HCID 57736542, 화합물수율 82%

시약·촉매·용매 1

HCID 24386Thionyl Chloride용매2회

실험 절차

To a solution of 5-[(2,5-difluorophenyl)[(4-fluorophenyl)sulfonyl]methyl]-N-(2-hydroxyethyl)-4-methylpyridine-2-carboxamide (120 mg, 0.258 mmol) obtained in Example 17 in methylene chloride (5 ml), thionyl chloride (100 μl) was added, and the mixture was stirred for 4 hours at room temperature. Thionyl chloride (100 μl) was added to the reaction solution, and the mixture was stirred for 1.5 hours at room temperature. The reaction solution was concentrated under reduced pressure, subsequently saturated aqueous sodium hydrogencarbonate was added thereto, and the mixture was extracted with methylene chloride. The organic layer was dried over anhydrous sodium sulfate and filtered, and then the filtrate was concentrated under reduced pressure. The resulting concentration residue was subjected to silica gel column chromatography, and the fraction obtained from an elution with 35% ethyl acetate/hexane was concentrated under reduced pressure, to obtain the title compound (102 mg, 0.211 mmol, 82%) as a white solid.

후처리

  1. stirringthe mixture was stirred for 1.5 hours at room temperature
  2. concentrationThe reaction solution was concentrated under reduced pressure, subsequently saturated aqueous sodium hydrogencarbonate
  3. additionwas added
  4. extractionthe mixture was extracted with methylene chloride
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationthe filtrate was concentrated under reduced pressure
  8. concentrationThe resulting concentration residue
  9. customthe fraction obtained from an elution with 35% ethyl acetate/hexane
  10. concentrationwas concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-63ffa2f3861b477cbca277ca21a684d9
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08114886B2

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