참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 3-Bromopyridine | HCID 12286 | — |
| 반응물 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 반응물 | trans-N,N'-dimethyl-1,2-cyclohexanediamine | HCID 2733821 | — |
| 반응물 | 4-(6-nitro-1H-indol-3-yl)-benzonitrile | HCID 57442197 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 4-(6-Nitro-1-pyridin-3-yl-1H-indol-3-yl)-benzonitrile | HCID 57442243 | 88% |
반응 단계
Method K Combine 4-(6-nitro-1H-indol-3-yl)-benzonitrile, 9 (265 mg, 1.0 mmol), potassium phosphate tribasic (513 mg, 2.4 mmol), copper (I) iodide (38 mg, 0.2 mmol), and 2 mL of DMF in a 4 mL vial. Add 3-bromopyridine (120 μL, 1.2 mmol) and rac-trans-N,N′-dimethylcyclohexane-1,2-diamine (127 μL, 0.8 mmol). Warm the solution to 110° C. Let the solution stir overnight. Let the solution cool to RT, isolate the yellow precipitate by filtration, and wash the precipitate sequentially with DMF, 1:1 DMF:H2O, H2O, DMF, EtOAc, and then hexanes. Dry the precipitate under vacuum to yield 301 mg, 0.88 mmol, 88% of the title compound. LRMS (API ES+)=341.0 (M+H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07932284B2 |
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| 출처 데이터셋 | uspto-grants-2011_04 |
|---|
| ORD ID | ord-cf259c33132b43c5a3e2d84a878695a7 |
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| 출처 메모 | uspto-grants-2011_04 |
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