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4-Toluenesulfonyl chloride → N-[5-Bromo-4-methyl-3-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-4-methyl-benzenesulfonamide

HRID 1497750
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HRID 1497750 반응식
[Br:1][C:2]1[C:3]([CH3:19])=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=2)[C:5]([NH2:8])=[N:6][CH:7]=1.[C:20]1([CH3:30])[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1>N1C=CC=CC=1>[Br:1][C:2]1[C:3]([CH3:19])=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:16])[F:17])[CH:10]=2)[C:5]([NH:8][S:26]([C:23]2[CH:24]=[CH:25][C:20]([CH3:30])=[CH:21][CH:22]=2)(=[O:28])=[O:27])=[N:6][CH:7]=1
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참가 물질

4

반응물 2

HCID 73974-Toluenesulfonyl chlorideHCID 867080865-Bromo-4-methyl-3-(3-trifluoromethyl-phenyl)-pyridin-2-ylamine

생성물 1

HCID 86708089N-[5-Bromo-4-methyl-3-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-4-methyl-benzenesulfonamide수율 86.1%

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
80 °C

실험 절차

To a solution of 5-bromo-4-methyl-3-(3-trifluoromethyl-phenyl)-pyridin-2-ylamine (Int. 1, 1.91 g, 5.77 mmol) in pyridine (25 mL) was added p-toluenesulfonyl chloride (1.75 g, 9.18 mmol) and then the reaction mixture was heated at 80° C. for 23 hrs. The solvent was removed by evaporation in vacuo and then the residue was purified by flash chromatography, eluting with a gradient of 0-30% EtOAc in cyclohexane, to give the title compound as an off-white solid (2.41 g).

후처리

  1. customThe solvent was removed by evaporation in vacuo
  2. customthe residue was purified by flash chromatography
  3. washeluting with a gradient of 0-30% EtOAc in cyclohexane

출처 및 근거

ORD 기록
ord-4657d6cf9d7e48c288bfd5eb25657558
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09199984B2

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