반응식
FC(F)(F)C(O)=O.[Br:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([CH:22]=[C:23]3[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)[CH:17]=2)=[N:13][CH:14]=1.[N:29]1[CH:34]=[CH:33][CH:32]=[C:31]([NH:35][C:36](=O)[O:37]CC)[N:30]=1.C(N(C(C)C)CC)(C)C>C(#N)C>[Br:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][C:16]2[CH:17]=[C:18]([CH:19]=[CH:20][CH:21]=2)[CH:22]=[C:23]2[CH2:24][CH2:25][N:26]([C:36]([NH:35][C:31]3[N:30]=[N:29][CH:34]=[CH:33][CH:32]=3)=[O:37])[CH2:27][CH2:28]2)=[N:13][CH:14]=1참가 물질
반응물 3
생성물 1
시약·촉매·용매 1
반응 조건
- 온도
- 180 °C
실험 절차
5-Bromo-2-(3-(piperidin-4-ylidenemethyl)phenoxy)pyridine trifluoroacetate (1 mmol, from Step 5), in acetonitrile (3 mL) was treated with ethyl pyridazin-3-ylcarbamate (184 mg, 1.10 mmol) and diisopropylethylamine (0.52 mL, 3.00 mmol) and was heated to 180° C. in a microwave for 40 min. The reaction mixture was concentrated and the residue was purified by flash chromatography on silica gel (0-6% ethanol (containing 11% aq NH4OH):dichloromethane) to afford a light yellow foam (168 mg, 36% yield). MS (APCI) M+1=466.0; 1H NMR (400 MHz, CDCl3) δ ppm 2.48 (t, J=5.46 Hz, 2H) 2.58-2.65 (m, 2H) 3.60 (t, J=5.75 Hz, 2H) 3.65-3.74 (m, 2H) 6.42 (s, 1H) 6.86 (dd, J=8.67, 0.49 Hz, 1H) 6.96-7.03 (m, 2H) 7.07 (d, J=7.60 Hz, 1H) 7.38 (t, J=7.80 Hz, 1H) 7.44 (dd, J=9.16, 4.48 Hz, 1H) 7.79 (dd, J=8.77, 2.53 Hz, 1H) 8.24 (dd, J=2.53, 0.39 Hz, 1H) 8.26-8.37 (m, 1H) 8.79 (br. s, 1H).
후처리
- concentrationThe reaction mixture was concentrated
- customthe residue was purified by flash chromatography on silica gel (0-6% ethanol (containing 11% aq NH4OH):dichloromethane)
출처 및 근거
- ORD 기록
- ord-a43f5dd2e2e843b2938f65ad5164f486
- 출처 데이터셋
- uspto-grants-2011_10
- 특허 번호
- US08044052B2
연결된 노트
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