4-Fluorobenzenesulfonyl chloride → N-(3,5-dimethylpyridin-2-yl)-4-fluorobenzenesulfonamide

HRID 594103

반응식

HRID 594103 반응식
[CH3:1][C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1.[F:10][C:11]1[CH:16]=[CH:15][C:14]([S:17](Cl)(=[O:19])=[O:18])=[CH:13][CH:12]=1>N1C=CC=CC=1>[CH3:1][C:2]1[C:3]([NH:9][S:17]([C:14]2[CH:15]=[CH:16][C:11]([F:10])=[CH:12][CH:13]=2)(=[O:19])=[O:18])=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1

참가 물질

4

반응물 2

HCID 95884-Fluorobenzenesulfonyl chloride2회HCID 30163103,5-Dimethylpyridin-2-amine

생성물 1

HCID 89876077N-(3,5-dimethylpyridin-2-yl)-4-fluorobenzenesulfonamide수율 28.4%

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
20 °C

실험 절차

To a stirred solution of 3,5-dimethylpyridin-2-amine (129 mg, 1.056 mmol) in pyridine (5 mL) at room temperature, was added 4-fluorobenzene-1-sulfonyl chloride (205 mg, 1.056 mmol). The reaction mixture was stirred at 20° C. for 30 minutes, then left to stand for 16 hours. Additional 4-fluorobenzene-1-sulfonyl chloride (205 mg, 1.056 mmol) was then added and the reaction stirred for an additional 4 hours. The reaction mixture was concentrated in vacuo and purified by passing through an aminopropyl (NH2) solid phase extraction (SPE) cartridge eluting with methanol, followed by a sulphonic acid (SCX) SPE cartridge eluting with methanol then 2M ammonia/methanol. Concentration of the product-containing fractions provided the title compound (84.1 mg) as a yellow oil. LCMS (2 min, formic) Rt 0.89 min, m/z (ES+) 281 (M+H).

후처리

  1. waitleft
  2. waitto stand for 16 hours
  3. stirringthe reaction stirred for an additional 4 hours
  4. concentrationThe reaction mixture was concentrated in vacuo
  5. custompurified
  6. extractionby passing through an aminopropyl (NH2) solid phase extraction (SPE) cartridge
  7. washeluting with methanol
  8. washeluting with methanol

출처 및 근거

ORD 기록
ord-413c661d6cc94633b6f614c4ceb3ac46
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242972B2

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