Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Pyridine → N-[4-(3-cyano-1-cyclobutyl-6-ethoxy-indol-2-yl)phenyl]morpholine-4-carboxamide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Pyridine | HCID 1049 | — |
| 반응물 | Morpholine | HCID 8083 | — |
| 반응물 | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| 반응물 | 2-(4-Aminophenyl)-1-cyclobutyl-6-ethoxy-indole-3-carbonitrile | HCID 25052011 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | N-[4-(3-cyano-1-cyclobutyl-6-ethoxy-indol-2-yl)phenyl]morpholine-4-carboxamide | HCID 49772271 | 100% |
반응 단계
2-(4-aminophenyl)-1-cyclobutyl-6-ethoxy-1H-indole-3-carbonitrile (40 mg, 0.12 mmol), 4-nitrophenyl chloroformate (60 mg, 0.30 mmol), CH2Cl2 (400 μL), and pyridine (25 μL, 0.31 mmol) are stirred at room temperature for 1 hour. Morpholine (60 μL, 0.70 mmol) is added. After stirring at room temperature for an additional 30 minutes, the reaction mixture is diluted in CH2Cl2 and is washed with dilute aqueous NaOH to remove the yellow nitrophenol byproduct. The organic layer is dried and concentrated. Purification by silica gel chromatography (CH2Cl2/EtOAc, 7/3) yields morpholine-4-carboxylic acid [4-(3-cyano-1-cyclobutyl-6-ethoxy-1H-indol-2-yl)-phenyl]-amide (53 mg, 100%) as a white solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07868037B2 |
| 출처 데이터셋 | uspto-grants-2011_01 |
| ORD ID | ord-c93187913ef345a497e3afb8e28d734d |
| 출처 메모 | uspto-grants-2011_01 |