Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Water → (4R/S)-(3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)methyl 4-methylbenzenesulfonate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | (4R/S)-3-Chloro-4-hydroxy-4-(hydroxymethyl)-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one | HCID 23633411 | — |
| 촉매 | Dibutyltin oxide | HCID 61221 | — |
| 용매 | dichloromethane tetrahydrofuran DMF | HCID 86642945 | — |
| 생성물 | (4R/S)-(3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)methyl 4-methylbenzenesulfonate | HCID 131728164 | 95.2% |
반응 단계
A suspension of (4R/S)-3-chloro-4-hydroxy-4-(hydroxymethyl)-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one (300 mg, 1.2 mmol) in dichloromethane/tetrahydrofuran/N,N-dimethylformamide (10 ml/10 ml/2 ml) was treated with triethylamine (0.25 ml, 1.8 mmol), para-toluenesulphonyl chloride (220 mg, 1.2 mol) and dibutyltin oxide (15 mg, 0.06 mmol). After 3 hours water was added and the phases separated. The organic phase was washed with saturated aqueous sodium bicarbonate solution then dried and evaporated affording the product (465 mg).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07732460B2 |
| 출처 데이터셋 | uspto-grants-2010_06 |
| ORD ID | ord-67728f421e3f4195ad806ed49d11f5d7 |
| 출처 메모 | uspto-grants-2010_06 |