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Lawesson's reagent → 5-Bromo-1-(2,6-difluorophenyl)-7-methyl-1H-pyrazolo[3,4-b]pyridine-6(7H)-thione

HRID 2261264
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HRID 2261264 반응식
COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:10])=CC=1.[Br:23][C:24]1[C:29](=O)[N:28]([CH3:31])[C:27]2[N:32]([C:35]3[C:40]([F:41])=[CH:39][CH:38]=[CH:37][C:36]=3[F:42])[N:33]=[CH:34][C:26]=2[CH:25]=1>C1(C)C=CC=CC=1>[Br:23][C:24]1[C:29](=[S:10])[N:28]([CH3:31])[C:27]2[N:32]([C:35]3[C:40]([F:41])=[CH:39][CH:38]=[CH:37][C:36]=3[F:42])[N:33]=[CH:34][C:26]=2[CH:25]=1
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참가 물질

4

반응물 2

HCID 87949Lawesson's reagentHCID 461976915-bromo-1-(2,6-difluorophenyl)-7-methyl-1H-pyrazolo[3,4-b]pyridin-6(7H)-one

생성물 1

HCID 582458865-Bromo-1-(2,6-difluorophenyl)-7-methyl-1H-pyrazolo[3,4-b]pyridine-6(7H)-thione수율 41.9%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
125 °C

실험 절차

A mixture of Lawesson's reagent (297 mg, 0.73 mmol) and 5-bromo-1-(2,6-difluorophenyl)-7-methyl-1H-pyrazolo[3,4-b]pyridin-6(7H)-one (125 mg, 0.68 mmol) in toluene (8 mL) was heated to 125° C. for 15 h. The solvent was removed under reduced pressure (rotary evaporator) and the crude residue was purified on the ISCO 40 g column (5-40% EtOAc in hexanes) affording the title compound (101.6 mg) as a bright yellow crystalline solid. MS (ESI, pos.ion) m/z: 355.9/357.9 (M+1).

후처리

  1. customThe solvent was removed under reduced pressure (rotary evaporator)
  2. customthe crude residue was purified on the ISCO 40 g column (5-40% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-50bbcfbe510148b68f13b4856ba26c7a
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07846944B2

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