참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 반응물 | Benzenamine, 4-bromo-N-methyl- | HCID 2757052 | — |
| 반응물 | 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester | HCID 11218053 | — |
| 반응물 | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Toluene water | HCID 22272177 | — |
| 생성물 | 4-(3,6-dihydro-2H-pyran-4-yl)-N-methylaniline | HCID 118597592 | 76.5% |
반응 단계
To a solution of 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyran (800 mg, 3.8 mmol), S-Phos (160 mg, 0.38 mmol), Pd2(dba)3 (72 mg, 0.08 mmol), and K3PO4 (96 mg, 3.8 mmol) in toluene/H2O (100 mL/20 mL) was added 4-bromo-N-methylaniline (712 mg, 3.84 mmol) under N2. After stirring at 115° C. overnight, the reaction mixture was filtered and concentrated. The residue was purified by silica gel chromatography (PE:EtOAc=10:1) to give 550 mg (76%) of the title compound as a yellow solid. [M+H] Calc'd for C12H15NO, 190. Found, 190.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09447046B2 |
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| 출처 데이터셋 | uspto-grants-2016_09 |
|---|
| ORD ID | ord-20377d5f5b7543efa46333e58ed73772 |
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| 출처 메모 | uspto-grants-2016_09 |
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