Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Chloroacetyl chloride → propan-2-yl 2-(cyclohexylmethylamino)-4-oxo-5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethylidene)furan-3-carboxylate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Chloroacetyl chloride | HCID 6577 | — |
| 반응물 | Piperidine | HCID 8082 | — |
| 반응물 | Cyclohexanemethylamine | HCID 76688 | — |
| 반응물 | Diisopropyl malonate | HCID 83223 | — |
| 반응물 | 1H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde | HCID 5372812 | — |
| 반응물 | Isopropyl 2-isopropoxy-4-oxo-4,5-dihydrofuran-3-carboxylate | HCID 51050080 | — |
| 용매 | Isopropanol | HCID 3776 | — |
| 생성물 | propan-2-yl 2-(cyclohexylmethylamino)-4-oxo-5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethylidene)furan-3-carboxylate | HCID 178459409 | 20% |
반응 단계
A solution of isopropyl 2-isopropoxy-4-oxo-4,5-dihydrofuran-3-carboxylate (0.10 g, 0.44 mmol) which similarly prepared according to the procedure described in the Example 74, Third step using diisopropyl malonate and chloroacetyl chloride, and aminomethylcyclohexane (0.063 mL, 0.48 mmol) in 2-propanol (2.0 mL) was stirred at ambient temperature for 14 h. To this reaction mixture, 7-azaindole-3-carboxaldehyde (0.065 g, 0.44 mmol) and piperidine (0.0044 mL, 0.044 mmol) were added then the mixture was refluxed for further 8 days. Cooled to ambient temperature, the reaction mixture was purified by preparative HPLC to afford the titled compound as solid (0.036 g, y. 19%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08742113B2 |
| 출처 데이터셋 | uspto-grants-2014_06 |
| ORD ID | ord-20dde74e66a94bd095fda331e0a36e7d |
| 출처 메모 | uspto-grants-2014_06 |