Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Ethanol → (R)-3-[(S)-(2,3-Dichlorophenoxy)(tetrahydropyran-4-yl)-methyl]pyrrolidine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Ethanol | HCID 702 | — |
| 반응물 | Sodium hydride | HCID 24758 | — |
| 반응물 | Benzene, 1,2-dichloro-3-fluoro- | HCID 119011 | — |
| 반응물 | (R)-3-[(S)-Hydroxy(tetrahydropyran-4-yl)methyl]pyrrolidine-1-carboxylic Acid t-Butyl Ester | HCID 66859077 | — |
| 용매 | Hydrochloric Acid | HCID 313 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | (R)-3-[(S)-(2,3-Dichlorophenoxy)(tetrahydropyran-4-yl)-methyl]pyrrolidine | HCID 58120262 | — |
반응 단계
(R)-3-[(S)—Hydroxy(tetrahydropyran-4-yl)methyl]pyrrolidine-1-carboxylic acid t-butyl ester (30 mg, 0.1 mmol) was dissolved in DMF (380 μL). NaH (3.0 mg, 126 μmol) was added and the mixture was stirred at room temperature for 15 minutes. 1,2-Dichloro-3-fluorobenzene (34.7 mg, 210 μmol) was added and the mixture was stirred at 100° C. overnight. The mixture was concentrated then dissolved in 1.2M HCl in EtOH (510 μL, 610 μmol) and stirred overnight. The product was concentrated and purified by preparative HPLC to yield the title compound as a mono-TFA salt (10.8 mg, purity 100%). MS m/z: [M+H]+ calcd for C16H21Cl2NO2, 330.10. found 330.0.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08853255B2 |
| 출처 데이터셋 | uspto-grants-2014_10 |
| ORD ID | ord-d356a532631b4ee98e6bfc7899d2e29d |
| 출처 메모 | uspto-grants-2014_10 |