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

HRID 507530

反応式

HRID 507530 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1ffe73eea58d44e3ad1ee48e44200239
出典データセット
uspto-grants-2010_08
特許番号
US07786132B2

関連ノート

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