Bromine → 4-(3-Bromo-1-benzothiophen-2-yl)-2-methylsulfonylpyrimidine

HRID 507530

반응식

HRID 507530 반응식
[Br:1]Br.[S:3]1[C:7]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([S:14]([CH3:17])(=[O:16])=[O:15])[N:9]=2)=[CH:6][C:5]2[CH:18]=[CH:19][CH:20]=[CH:21][C:4]1=2>C(O)(=O)C>[Br:1][C:6]1[C:5]2[CH:18]=[CH:19][CH:20]=[CH:21][C:4]=2[S:3][C:7]=1[C:8]1[CH:13]=[CH:12][N:11]=[C:10]([S:14]([CH3:17])(=[O:16])=[O:15])[N:9]=1

참가 물질

4

반응물 2

HCID 24408BromineHCID 574288274-(Benzo[b]thiophen-2-yl)-2-(methylsulfonyl)pyrimidine

생성물 1

HCID 602043044-(3-Bromo-1-benzothiophen-2-yl)-2-methylsulfonylpyrimidine수율 80.6%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Bromine (0.48 g, 3.02 mmol)was slowly added at rt to a mixture of 4-(benzo[b]thiophen-2-yl)-2-(methylsulfonyl)pyrimidine (0.73 g, 2.52 mmol) in acetic acid (20 mL). The resulting mixture was stirred at rt for 15 h and then heated at 60° C. for 5 h. After cooling to rt, acetic acid was removed in vacuo. 100 mL of saturated sodium bicarbonate was added and the mixture was extracted with dichloromethane 3×100 mL). ). The combined organic layer was washed with brine (200 mL), dried over anhydrous sodium sulfate and filtered. The solvent was evaporated in vacuo and the solid treated with 20 mL of methanol, filtered and dried to give the title compound (0.75 g, 80%). MS (M+H)+ 369/371.

후처리

  1. temperatureheated at 60° C. for 5 h
  2. temperatureAfter cooling to rt
  3. customacetic acid was removed in vacuo
  4. addition100 mL of saturated sodium bicarbonate was added
  5. extractionthe mixture was extracted with dichloromethane 3×100 mL)
  6. washThe combined organic layer was washed with brine (200 mL)
  7. dry with materialdried over anhydrous sodium sulfate
  8. filtrationfiltered
  9. customThe solvent was evaporated in vacuo
  10. additionthe solid treated with 20 mL of methanol
  11. filtrationfiltered
  12. customdried

출처 및 근거

ORD 기록
ord-1ffe73eea58d44e3ad1ee48e44200239
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786132B2

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