Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
2,4,6-Trimethylpyridine → Pnu-183792
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 2,4,6-Trimethylpyridine | HCID 7953 | — |
| 반응물 | Morpholine | HCID 8083 | — |
| 반응물 | Methanesulfonyl chloride | HCID 31297 | — |
| 반응물 | N-(4-Chlorobenzyl)-6-(hydroxymethyl)-1-methyl-4-oxo-1,4-dihydro-3-quinolinecarboxamide | HCID 15516933 | — |
| 촉매 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | Pnu-183792 | HCID 492406 | 42% |
반응 단계
A solution of N-(4-chlorobenzyl)-6-(hydroxymethyl)-1-methyl-4-oxo-1,4-dihydro-3-quinolinecarboxamide from the product of Example 2 (140 mg), collidine (0.061 mL), and DMAP (8.1 mg) in 6.7 mL anhydrous DMF is cooled to 0° C. Methanesulfonyl chloride (0.12 mL) is added dropwise. The reaction is stirred at room temperature for approx. 2-3 hrs. Morpholine (0.34 mL) is added. The product is precipitated by addition of H2O. The crude product is adsorbed onto silica and chromatographed eluting with 2% MeOH in CH2Cl2. Fractions homogenous by TLC are combined and condensed to afford 70.1 mg (42%) of the title compound as a white solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06248736B1 |
| 출처 데이터셋 | uspto-grants-2001_06 |
| ORD ID | ord-afe528f57a42403bbc22a997d53feb40 |
| 출처 메모 | uspto-grants-2001_06 |