참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | N,N-Dimethylglycine | HCID 673 | — |
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | 2-Amino-5-bromopyridine | HCID 70622 | — |
| 반응물 | Methyl 3-Hydroxybenzoate | HCID 88068 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | Methyl 3-(6-aminopyridin-3-yloxy)benzoate | HCID 67263263 | 51.2% |
반응 단계
A procedure described by D. Ma and Q. Cai (Org. Lett. 3799, 2003) was followed. To a solution of 5-bromopyridin-2-amine (346 mg, 2 mmol) in dioxane (10 mL) were added methyl 3-hydroxybenzoate (400 mg, 2.6 mmol), CuI (50 mg), N,N-dimethylglycine (60 mg) and Cs2CO3 (1.0 g). The resulting mixture was heated to 120° C. for 5 h, then cooled and partitioned between water and dichloromethane. The organic layer was separated, dried, and concentrated. The residue was purified by silica gel column eluting with ethyl acetate in dichloromethane (1:1) to obtain methyl 3-(6-aminopyridin-3-yloxy)benzoate (250 mg, 50%) as an oil. LC/MS; (M+H)+=245.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08148361B2 |
|---|
| 출처 데이터셋 | uspto-grants-2012_04 |
|---|
| ORD ID | ord-1a2cae8af1bd4feda962544efec2b2ed |
|---|
| 출처 메모 | uspto-grants-2012_04 |
|---|
