참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | N,N-Dimethylglycine | HCID 673 | — |
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | Methyl 3-Hydroxybenzoate | HCID 88068 | — |
| 반응물 | (4R)-4-(3-bromo-4-chlorophenyl)pyrrolidin-2-one | HCID 66724952 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 3-[5-((3R)-5-oxopyrrolidin-3-yl)-2-chlorophenoxy]benzoic acid | HCID 66724897 | — |
반응 단계
To a mixture of (4R)-4-(3-bromo-4-chlorophenyl)pyrrolidin-2-one (0.1 g, 0.36 mmol) and methyl 3-hydroxybenzoate (0.055 g, 0.36 mmol) in dioxane (1 mL) was added N,N-dimethylglycine (0.011 g, 0.11 mmol), copper(I) iodide (0.02 g, 0.11 mmol) and cesium carbonate (0.23 g, 0.72 mmol). The mixture was stirred overnight at 100° C. The mixture was then diluted with ethyl acetate (50 mL), washed with a 10% aq. HCl solution then brine, and concentrated to give 3-[5-((3R)-5-oxopyrrolidin-3-yl)-2-chlorophenoxy]benzoic acid, which was treated with HCl as described for the preparation of (3R)-4-amino-3-(3-bromo-4-chlorophenyl)butanoic acid hydrochloride to provide the title compound (22). MS (ESI) m/z 350.07 (M+H)+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08344028B2 |
|---|
| 출처 데이터셋 | uspto-grants-2013_01 |
|---|
| ORD ID | ord-dd1d577506f341b5ab40c63f381000d3 |
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| 출처 메모 | uspto-grants-2013_01 |
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