Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
1,2-Dichloroethane → 4-(2,2-Difluoro-1-phenylethylcarbamoyl)-3-fluorophenylboronic acid
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 1,2-Dichloroethane | HCID 11 | — |
| 반응물 | Citric Acid | HCID 311 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | HOAt | HCID 181649 | — |
| 반응물 | 4-Carboxy-3-fluorophenylboronic acid | HCID 2763201 | — |
| 반응물 | 2,2-Difluoro-1-phenylethan-1-amine | HCID 45282641 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 4-(2,2-Difluoro-1-phenylethylcarbamoyl)-3-fluorophenylboronic acid | HCID 123534983 | — |
반응 단계
To a solution of 4-borono-2-fluorobenzoic acid (200 mg, 1.087 mmol), 2,2-difluoro-1-phenylethanamine (232 mg, 1.196 mmol), and DIEA (0.570 mL, 3.26 mmol) in THF (3.866 mL) and DMF (0.483 mL) was added HOAt (296 mg, 2.175 mmol) and EDC (521 mg, 2.72 mmol). After 3 h stirring at room temperature, 10% citric acid solution was added (pH ˜3) and extracted with 2-methyl THF and EtOAc (1:1). The organic layers were dried over anhydrous Na2SO4, filtered, and concentrated. The crude 4-(2,2-difluoro-1-phenylethylcarbamoyl)-3-fluorophenylboronic acid was obtained (90%) and used for the next step without purification. LCMS (m/z): 375.3 (MH+), 0.48 min.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US09242996B2 |
| 출처 데이터셋 | uspto-grants-2016_01 |
| ORD ID | ord-10da6daac0da476486f9959ec4a2ca54 |
| 출처 메모 | uspto-grants-2016_01 |