Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl → tert-butyl 3-(2-(1,3-dioxolan-2-yl)ethyl)-6-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)picolinate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| 반응물 | 1,1-Dimethylethyl 6-(8-((2-benzothiazolylamino)carbonyl)-3,4-dihydro-2(1H)-isoquinolinyl)-3-bromo-2-pyridinecarboxylate | HCID 59447615 | — |
| 반응물 | HCID 178419780 | HCID 178419780 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | tert-butyl 3-(2-(1,3-dioxolan-2-yl)ethyl)-6-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)picolinate | HCID 59447567 | 91.3% |
반응 단계
A mixture of compound 94B (8.0 g, 14.15 mmol), dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (1.162 g, 2.83 mmol) and palladium acetate (0.318 g, 1.415 mmol) in THF (60 mL) was stirred at room temperature for 5 min. To this solution was added 0.5 M (2-(1,3-dioxolan-2-yl)ethyl)zinc(II) bromide (56.6 mL, 28.3 mmol) via an additional funnel drop wise at room temperature. The reaction was stirred overnight. The solvent was removed, and residue was loaded on a silica column and eluted with 7:3/hexanes: EtOAc to give 7.58 g of desired product 96A: APCI (+)LC/MS: 587 (M+H)+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08232273B2 |
| 출처 데이터셋 | uspto-grants-2012_07 |
| ORD ID | ord-94d41a642a0c446e83d129abf1c80005 |
| 출처 메모 | uspto-grants-2012_07 |