Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
2,5-Dibromopyridine → Benzyl 3-(5-bromopyridin-2-yl)prop-2-ynylcarbamate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 2,5-Dibromopyridine | HCID 69353 | — |
| 반응물 | Benzyl prop-2-yn-1-ylcarbamate | HCID 11137906 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 촉매 | HCID 178418476 | HCID 178418476 | — |
| 용매 | Diisopropylamine | HCID 7912 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | Benzyl 3-(5-bromopyridin-2-yl)prop-2-ynylcarbamate | HCID 21299382 | 73.8% |
반응 단계
A mixture of 2,5-dibromopyridine (1.19 g), N-Cbz-propargylamine (1.04 g), Pd(PPh3)2Cl2 (73 mg), and CuI (10 mg) in diisopropylamine (20 mL) was stirred at ambient temperature for 3 hours under nitrogen. The mixture was diluted with ethyl acetate (50 mL). The mixture was filtered and washed with ethyl acetate (20 mL). The filtrate and wash were combined, concentrated under reduced pressure and triturated in MTBE to give crystalline 7-1 (1.28 g). The mother liquor was further purified by silica gel column chromatography using a mixture of MTBE: hexanes (1:1) to give an additional 280 mg of 7-1.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06706885B2 |
| 출처 데이터셋 | uspto-grants-2004_03 |
| ORD ID | ord-26c2d7fafdc044be956e21bc0a6f0e9f |
| 출처 메모 | uspto-grants-2004_03 |