Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Toluene → 6-(2-Methoxyethoxy)-5-(pyrimidin-5-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Toluene | HCID 1140 | — |
| 반응물 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 반응물 | Pyrimidine-5-boronic acid, pinacol ester | HCID 4192667 | — |
| 반응물 | 5-bromo-6-(2-methoxyethoxy)-N-(4-(trifluoromethoxy)phenyl)nicotinamide | HCID 89907416 | — |
| 촉매 | HCID 178418397 | HCID 178418397 | — |
| 용매 | Methanol | HCID 887 | — |
| 생성물 | 6-(2-Methoxyethoxy)-5-(pyrimidin-5-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide | HCID 72202009 | — |
반응 단계
A mixture of 5-bromo-6-(2-methoxyethoxy)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 51.1, 50 mg, 0.115 mmol) Pd(Ph3P)4 (13 mg, 0.011 mmol) and 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (36 mg, 0.172 mmol) and toluene (0.5 mL) was stirred for 15 min. at RT. K3PO4 (73 mg, 0.345 mmol) was added and the RM was stirred at 110° C. for 6 h. The RM was diluted with MeOH, filtered through a cartridge of PL-Thiol MP-Resin, and the filtrate was evaporated to dryness under reduced pressure. The residue was purified by preparative SFC (Column DEAP, from 7% to 12% in 6 min) to afford the title compound was lyophilized to afford an off-white powder. UPLC-MS (Condition 2) tR=1.04 min, m/z=435.1 [M+H]+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US09315489B2 |
| 출처 데이터셋 | uspto-grants-2016_04 |
| ORD ID | ord-614d217b084748d1a8de7cb046cf9d9d |
| 출처 메모 | uspto-grants-2016_04 |