Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Aniline → 5-(phenylamino)-N-(2-(piperidin-1-yl)phenyl)furan-2-carboxamide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Aniline | HCID 6115 | — |
| 반응물 | Binap, (A+-)- | HCID 634876 | — |
| 반응물 | 5-bromo-N-(2-piperidin-1-ylphenyl)furan-2-carboxamide | HCID 889132 | — |
| 반응물 | Potassium tert-butoxide | HCID 23665647 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | 5-(phenylamino)-N-(2-(piperidin-1-yl)phenyl)furan-2-carboxamide | HCID 44444584 | 40% |
반응 단계
To a solution of 5-bromo-furan-2-carboxylic acid (2-piperidin-1-yl-phenyl)-amide (1.0 mmol) in toluene (7.5 mL) was added aniline (1.3 mmol), tris(dibenzylidineacetone)dipalladium(0) (“Pd2dba”) (Aldrich) (0.05 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (“BINAP”) (0.1 mmol), and potassium tert-butoxide (“t-BuOK”) (1.5 mmol), and the resulting mixture was refluxed overnight. The reaction was then cooled to room temperature, passed through a plug of silica and concentrated. Purification of the dark brown residue by HPLC afforded the product. Yield: 40%. MS: 362 (M+1).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07429603B2 |
| 출처 데이터셋 | uspto-grants-2008_09 |
| ORD ID | ord-0255c1b304a74e0d8db0f77ad6126e01 |
| 출처 메모 | uspto-grants-2008_09 |