참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Cyclohexylamine | HCID 7965 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | 5,8-Dibromoimidazo[1,2-a]pyrazine | HCID 53485949 | — |
| 용매 | Isopropanol | HCID 3776 | — |
| 생성물 | 5-bromo-N-cyclohexylimidazo[1,2-a]pyrazin-8-amine | HCID 57699487 | 69% |
반응 단계
(5,8-Dibromoimidazo[1,2-a]pyrazine, 200 mg, 0.72 mmol), cyclohexylamine (86 mg, 0.86 mmol) and di-isopropylethylamine (140 mg, 0.74 mmol) are suspended in iso-propanol (5 ml). The mixture is stirred at 90° C. for 18 h. The solvent is evaporated in vacuo and the residue dissolved in dichloromethane (5 mL). The organic layer is washed with saturated NaHCO3(aq) (10 ml), H2O (10 ml) and brine (10 mL). The organic layer is dried (MgSO4) and evaporated in vacuo. The oily residue is purified by column chromatography, eluting with 5:1 hexane:ethyl acetate to give a brown oil (147 mg, 69%). 1H-NMR (400 MHz, d6-DMSO) =1.22-1.29 (m, 1H), 1.32-1.49 (m, 4H), 1.64 (d, 1H, J=15.2 Hz), 1.77 (d, 2H, J=12.8 Hz), 1.92 (d, 2H, J=15.2 Hz), 3.97-4.01 (1H, m), 7.33 (d, 1H, J=8.4 Hz), 7.48 (s, 1H), 7.63 (s, 1H), 7.92 (s, 1H). LCMS: Rt 3.83 min (99.8%), m/z (APCI) 295 (M+H)+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08138193B2 |
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| 출처 데이터셋 | uspto-grants-2012_03 |
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| ORD ID | ord-23ba4ad7691c45a496cbfe75b1e9d877 |
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| 출처 메모 | uspto-grants-2012_03 |
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