참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 3-(2,6-Dichloro-4-pyridinyl)-5-methoxy-1H-pyrrolo[2,3-b]pyridine | HCID 87192183 | — |
| 반응물 | HCID 178511715 | HCID 178511715 | — |
| 용매 | Ethanol | HCID 702 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 생성물 | HCID 178493709 | HCID 178493709 | 40.4% |
반응 단계
A mixture of Example 149e (43.9 mg, 0.146 mmol) and trans-4-aminocyclohexanol (0.337 g, 2.92 mmol) in acetonitrile (1.5 mL) and EtOH (1.5 mL) was heated at 190° C. for 3 hours in a Biotage microwave reactor. The solvent was evaporated. The residue was treated with 5% citric acid and brine, and extracted with EtOAc (2×). The combined organic layers were dried over MgSO4, filtered, concentrated, and purified on a 12 g column using the ISCO Companion flash system eluting with CH2Cl2/EtOAc (5:95) to 100% EtOAc to give 22.0 mg of the title compound. 1H NMR (500 MHz, DMSO-d6) ppm 1.15-1.33 (m, 3H), 1.84 (d, J=10.98 Hz, 2H), 1.96 (d, J=11.29 Hz, 2H), 2.07 (m, 1H), 3.40 (m, 1H), 3.59 (m, 1H), 3.89 (s, 3H), 6.76-6.90 (m, 2H), 7.78 (d, J=2.75 Hz, 1H), 8.07 (dd, J=6.71, 2.75 Hz, 2H), 12.03 (s, 1H). MS (APCI+) m/z 373.4 (M+H)+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08435980B2 |
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| 출처 데이터셋 | uspto-grants-2013_05 |
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| ORD ID | ord-da62706941194e16b5f98557cbc4d4a6 |
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| 출처 메모 | uspto-grants-2013_05 |
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