Bromine → 3-Bromothieno[2,3-d]pyridazine

HRID 389551노트

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HRID 389551 반응식
[S:1]1[C:5]2=[CH:6][N:7]=[N:8][CH:9]=[C:4]2[CH:3]=[CH:2]1.C([O-])(=O)C.[Na+].[Br:15]Br>C(O)(=O)C>[Br:15][C:3]1[C:4]2[C:5](=[CH:6][N:7]=[N:8][CH:9]=2)[S:1][CH:2]=1

참가 물질

5

반응물 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 12603003Thieno[2,3-d]pyridazine

생성물 1

HCID 228926363-Bromothieno[2,3-d]pyridazine수율 28.5%

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
90 °C

실험 절차

A solution of thieno[2,3-d]pyridazine (468.0 mg, 3.437 mmol) and sodium acetate (879.2 mg, 10.50 mmol) in acetic acid (14 mL) was charged with bromine (0.55 mL, 11 mmol) and then irradiated under microwave heating at 90° C. for 3 h. The reaction mixture was concentrated in vacuo. Purification by ISCO chromatography (1 to 15% methanol:dichloromethane) afforded 210.6 mg (27%) of the title compound as a pink solid. 1H NMR (400 MHz, DMSO-d6): δ 9.96 (d, J=1.52 Hz, 1H), 9.53 (d, J=1.52 Hz, 1H), 8.51 (s, 1H); MS (ESI): 214.97, 216.92 [M+H]+; HPLC tR=2.68 min.

후처리

  1. customirradiated under microwave
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customPurification by ISCO chromatography (1 to 15% methanol:dichloromethane)

출처 및 근거

ORD 기록
ord-d6fd40bf93684d72a4434ce55328ba4b
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08378104B2

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