참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 4-Methylmorpholine | HCID 7972 | — |
| 반응물 | phenylalaninol, (S)- | HCID 447213 | — |
| 반응물 | 2-(4-Chloro-2-oxo-1,2-dihydro-pyridin-3-yl)-7-methyl-3H-benzimidazole-5-carbonitrile | HCID 135681642 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | HCID 136380434 | HCID 136380434 | 68% |
반응 단계
To a solution of 2-(4-chloro-2-oxo-1,2-dihydro-pyridin-3-yl)-7-methyl-3H-benzimidazole-5-carbonitrile (0.7 g, 2.19 mmol) in DMF (15 mL) were added N-methylmorpholine (0.66 g, 6.57 mmol) and (S)-(−)-2-amino-3-phenyl-1-propanol (0.40 g, 2.63 mmol). The reaction mixture was heated to 80° C. for 6 h and then cooled to room temperature. After concentration in vacuo, the residue was purified by flash chromatography (3% MeOH/CH2Cl2) to yield the title compound (0.59 g, 68%) as a yellow foam. 1H NMR (400 MHz, CD3OD) δ 7.74 (1H, s), 7.63 (1H, s), 7.12–7.27 (6H, m), 6.07 (1H, d, J=7.5 Hz), 3.97 (1H, m), 3.74 (2H, t, J=5 Hz), 3.14 (1H, dd, J=5.5, 14.0 Hz), 2.94 (1H, dd, J=7.9, 14.0 Hz), 2.60 (3H, s). LCMS (M+H)+ m/z 400 (t=1.71 min.).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07223757B2 |
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| 출처 데이터셋 | uspto-grants-2007_05 |
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| ORD ID | ord-d718435acd144e0d890eea0921d7d3a1 |
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| 출처 메모 | uspto-grants-2007_05 |
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