Bromine → HCID 68285248, 화합물

HRID 1053300노트

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HRID 1053300 반응식
[Br:1]Br.C([NH:7][S:8]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[C:21]([CH3:22])=[CH:20][S:19][C:18]=2[C:23]([O:25][CH3:26])=[O:24])=[CH:13][C:12]=1[CH3:27])(=[O:10])=[O:9])(C)(C)C>C(Cl)Cl>[Br:1][C:20]1[S:19][C:18]([C:23]([O:25][CH3:26])=[O:24])=[C:17]([C:14]2[CH:15]=[CH:16][C:11]([S:8](=[O:10])(=[O:9])[NH2:7])=[C:12]([CH3:27])[CH:13]=2)[C:21]=1[CH3:22]

참가 물질

4

반응물 2

HCID 24408BromineHCID 68285856HCID 68285856, 화합물

생성물 1

HCID 68285248HCID 68285248, 화합물수율 85.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
25 °C

실험 절차

Bromine (0.35 g, 0.11 ml, 2.2 mmol) was added drop wise to a stirred suspension of methyl 3-(4-(N-(tert-butyl)sulfamoyl)-3-methylphenyl)-4-methylthiophene-2-carboxylate (41a, 0.70 g, 1.83 mmol) in DCM (15 ml) at 0° C. The reaction mixture was then stirred at 25° C. for 3 hours. The progress of the reaction was monitored by TLC. The reaction mixture was then concentrated. DCM (50 ml) was added to the residue. The mixture so obtained was washed with water (2×20 ml), brine (lx 20 ml) and dried over sodium sulfate. The dried organic layer was then concentrated under reduced pressure to obtain a crude product as semi-solid (0.7 g), which was then purified by flash column chromatography using 40% ethyl acetate in hexanes as an eluent to obtain the title compound (0.63 g, 85.13%).

후처리

  1. concentrationThe reaction mixture was then concentrated
  2. additionDCM (50 ml) was added to the residue
  3. customThe mixture so obtained
  4. washwas washed with water (2×20 ml), brine (lx 20 ml)
  5. dry with materialdried over sodium sulfate
  6. concentrationThe dried organic layer was then concentrated under reduced pressure
  7. customto obtain a crude product as semi-solid (0.7 g), which
  8. customwas then purified by flash column chromatography

출처 및 근거

ORD 기록
ord-769a7dbdcf39467bae504855991aa281
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09393247B2

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