Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Piperidine → (E)-3-(3-{6-[1-methyl-1-(methylsulfonyl)ethyl]-8-quinolinyl}phenyl)-2-[4-(methylsulfonyl)phenyl]-2-propenoic acid
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Piperidine | HCID 8082 | — |
| 반응물 | 4-Mesylphenylacetic acid | HCID 572345 | — |
| 반응물 | 3-{6-[1-Methyl-1-(methylsulfonyl)ethyl]-8-quinolinyl}benzaldehyde | HCID 10155043 | — |
| 반응물 | CH2Cl2 EtOAc AcOH | HCID 21963926 | — |
| 용매 | Toluene | HCID 1140 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 용매 | Ethyl ether methylene chloride | HCID 21881112 | — |
| 생성물 | (E)-3-(3-{6-[1-methyl-1-(methylsulfonyl)ethyl]-8-quinolinyl}phenyl)-2-[4-(methylsulfonyl)phenyl]-2-propenoic acid | HCID 22350086 | — |
반응 단계
A mixture of 3-{6-[1-methyl-1-(methylsulfonyl)ethyl]-8-quinolinyl}benzaldehyde from step 4 of Example 18 (2.33 g, 6.60 mmol), 4-(methylsulfonyl)phenyl acetic acid (1.71 g, 7.98 mmol) and piperidine (0.20 mL, 1.98 mmol) in 10 mL of toluene was refluxed for 2 days. The mixture was cooled to r.t., diluted with CH2Cl2, subjected to flash chromatography (CH2Cl2/EtOAc/AcOH, 50/50/1) and finally stirred with (Et2O/CH2Cl2) and isolated to give (E)-3-(3-{6-[1-methyl-1-(methylsulfonyl)ethyl]-8-quinolinyl}phenyl)-2-[4-(methylsulfonyl)phenyl]-2-propenoic acid (single isomer) as a white solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06740666B2 |
| 출처 데이터셋 | uspto-grants-2004_05 |
| ORD ID | ord-a742a3ced82445d6baaadfdfeb7767ba |
| 출처 메모 | uspto-grants-2004_05 |