Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Diphenylphosphinic chloride → rac-(2'S,3'R,4'S,5'R)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid (2-oxo-1,2-dihydro-pyridin-4-yl)-amide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Diphenylphosphinic chloride | HCID 73910 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | 4-Amino-1,2-dihydropyridin-2-one | HCID 573530 | — |
| 반응물 | rac-(2'R,3'S,4'S,5'R)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid trifluoroacetic acid | HCID 78158843 | — |
| 용매 | 1,2-Dichloroethane | HCID 11 | — |
| 생성물 | rac-(2'S,3'R,4'S,5'R)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid (2-oxo-1,2-dihydro-pyridin-4-yl)-amide | HCID 86653932 | — |
반응 단계
In a manner similar to the method described in Example 27, rac-(2′S,3′R,4′S,5′R)-6-chloro-4′-(3-chloro-2-fluoro-phenyl)-2′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-5′-carboxylic acid trifluoroacetic acid prepared in Example 4 (0.45 g, 0.78 mmol), was reacted with diisopropylethylamine (0.8 g, 6.2 mmol), diphenylphosphinic chloride (0.74 g, 3.1 mmol), then reacted with 4-aminopyridin-2(1H)-one (Molbridge) (0.086 g, 0.78 mmol) in 1,2-dichloroethane at 60° C. to give rac-(2′S,3′R,4′S,5′R)-6-chloro-4′-(3-chloro-2-fluoro-phenyl)-2′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-5′-carboxylic acid (2-oxo-1,2-dihydro-pyridin-4-yl)-amide as a off white solid (Yield 28 mg, 6%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08088815B2 |
| 출처 데이터셋 | uspto-grants-2012_01 |
| ORD ID | ord-929d9126e6a54124925ccd8076844a68 |
| 출처 메모 | uspto-grants-2012_01 |