Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Nicotinic Acid → N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Nicotinic Acid | HCID 938 | — |
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | Bis(2-oxo-3-oxazolidinyl)phosphinic chloride | HCID 152842 | — |
| 반응물 | 5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine | HCID 60205276 | — |
| 용매 | Lithium Hydroxide | HCID 3939 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide | HCID 60205277 | 55% |
반응 단계
5-Bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine (0.044 g, 0.19 mmol), nicotinic acid (0.0283 g, 0.230 mmol), and BOP-Cl (0.0584 g, 0.230 mmol) were placed in DMF (3 mL) at room temperature. Triethylamine (0.133 mL, 0.956 mmol) was then added, and the reaction was stirred for 1 hour at room temperature. The reaction was then diluted with 3M LiOH (aq., 0.5 mL) and stirred for 10 minutes. The reaction was then poured into saturated Na2CO3, extracted into DCM, and the organic fractions were combined, dried, filtered and concentrated to give a crude residue. The crude residue was triturated with 1:2 MeOH/DCM to give N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide (0.035 g, 54.6% yield) as a solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08841304B2 |
| 출처 데이터셋 | uspto-grants-2014_09 |
| ORD ID | ord-5061f5e55d624c41b472ecbf109cce71 |
| 출처 메모 | uspto-grants-2014_09 |