참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Tri-o-tolylphosphine | HCID 80271 | — |
| 반응물 | 3-(4-Bromo-pyrazol-1-yl)-pyridin-2-ylamine | HCID 59255090 | — |
| 반응물 | (4-Benzyloxy-benzyl)-tributyl-stannane | HCID 59255482 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | N-methyl-2-pyrrolidone | HCID 13387 | — |
| 생성물 | 3-(4-(4-Benzyloxy-benzyl)-pyrazol-1-yl)-pyridin-2-ylamine | HCID 59255441 | 5.2% |
반응 단계
To a mixture of 3-(4-bromo-pyrazol-1-yl)-pyridin-2-ylamine (34 mg, 0.14 mmol) described in Manufacturing Example 39-1-4, (4-benzyloxy-benzyl)-tributyl-stannane (84 mg, 0.17 mmol) described in Manufacturing Example 39-2-1 and N-methylpyrrolidinone (1.5 mL) were added tri-o-tolylphosphine (17 mg, 0.057 mmol) and palladium (II) acetate (3.2 mg, 0.014 mmol) at room temperature, which was stirred for 5 hours at 120° C. The reaction mixture was cooled to room temperature, and filtered after addition of an aqueous potassium fluoride solution and ethyl acetate. The organic layer was separated, washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by reverse-phase high performance liquid chromatography (using an acetonitrile-water mobile phase containing 0.1% trifluoroacetic acid) to obtain the title compound (2.6 mg, 4%) as a trifluoroacetic acid salt.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08841327B2 |
|---|
| 출처 데이터셋 | uspto-grants-2014_09 |
|---|
| ORD ID | ord-73ce2837f69649b9ac4c94f4fa7de40a |
|---|
| 출처 메모 | uspto-grants-2014_09 |
|---|