Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Ethyl Acetate → 2-(1-Methyl-4-phenyl-2-pyridin-4-yl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Ethyl Acetate | HCID 8857 | — |
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | (Pyridin-4-yl)boronic acid | HCID 2734379 | — |
| 반응물 | 2-(2-Bromo-1-methyl-4-phenyl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amine | HCID 10068778 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 2-(1-Methyl-4-phenyl-2-pyridin-4-yl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amine | HCID 10091475 | 31% |
반응 단계
2-(2-Bromo-1-methyl-4-phenyl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amine (Example 26) (20 mg), PdCl2dppf (8 mg), pyridine-4-boronic acid (8 mg) and 2M sodium carbonate (2.0 mL) were heated in DMF (2.0 mL) at 100° C. under an inert atmosphere. After 3 hours the reaction mixture was cooled to ambient temperature, EtOAc (25 mL) added then washed with water (15 mL), brine (2×10 mL), dried (MgSO4), filtered and concentrated in vacuo. Purification by flash chromatography on silica eluting with 6% MeOH/DCM gave a dark brown solid which was washed with diethyl ether then dried under high vacuum to give the title compound as light brown solid (6 mg, 31%);
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07427616B2 |
| 출처 데이터셋 | uspto-grants-2008_09 |
| ORD ID | ord-b69896e4d4dc48c4befe8458f12be382 |
| 출처 메모 | uspto-grants-2008_09 |