참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | 3-Methoxypropionic acid | HCID 134442 | — |
| 반응물 | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| 반응물 | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| 반응물 | 5-(8-Aminoisoquinolin-3-ylamino)pyrazine-2-carbonitrile | HCID 44204558 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | N-(3-(5-Cyanopyrazin-2-ylamino)isoquinolin-8-yl)-3-methoxypropanamide | HCID 44204560 | 12% |
반응 단계
To a solution of 5-(8-aminoisoquinolin-3-ylamino)pyrazine-2-carbonitrile (36 mg, 0.14 mmol), 3-methoxypropionic acid (34 mg, 0.32 mmol), N-hydroxybenzotriazole hydrate (64 mg, 0.42 mmol) and diisopropylethylamine (78 mg, 0.60 mmol) in DMF (1 mL), was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (78 mg, 0.42 mmol). The reaction mixture was stirred at 40° C. for 48 hours and then concentrated to dryness. Preparative HPLC gave the title compound (5.7 mg, 0.016 mmol, 12%). 1H NMR (d6-DMSO, 400 MHz) δ 11.05 (br s, 1H), 10.20 (s, 1H), 9.32 (s, 1H), 8.82 (d, 1H, J=1.2 Hz), 8.71 (d, 1H, J=1.2 Hz), 8.49 (s, 1H), 7.65-7.75 (m, 3H), 3.71 (t, 2H, J=6.1 Hz), 3.32 (s, 3H, obscured by water signal), 2.75 (t, 2H, J=6.1 Hz). LC-MS (2) Rt=2.10 min; m/z (ESI+) 349 (M+H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08530468B2 |
|---|
| 출처 데이터셋 | uspto-grants-2013_09 |
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| ORD ID | ord-08464438b62c4e7eb327ebeed4399042 |
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| 출처 메모 | uspto-grants-2013_09 |
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