Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 702생성일: 2026년 10월 24일
2-Amino-4-methylthiazole → 4-[6-[(4-Methyl-1,3-thiazol-2-yl)amino]-2-pyridinyl]morpholin-3-one
https://huagongshe.com/ko/reaction/702
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 2-Amino-4-methylthiazole | HCID 74143 | — |
| 반응물 | 4-(6-Bromo-2-pyridinyl)morpholin-3-one | HCID 134366749 | — |
| 시약 | Cesium carbonate | HCID 10796 | — |
| 촉매 | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| 촉매 | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | 4-[6-[(4-Methyl-1,3-thiazol-2-yl)amino]-2-pyridinyl]morpholin-3-one | HCID 134366813 | 80.02% |
반응 단계
**_September 24 2015_** 4-methylthiazol-2-amine (200 mg, 1.75 mmol), 4-(6-bromopyridin-2-yl)morpholin-3-one (450 mg, 1.75 mmol), 4-(6-bromopyridin-2-yl)morpholin-3-one (450 mg, 1.75 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (81 mg, 0.14 mmol) and cesium carbonate (685 mg, 2.10 mmol) in toluene (15 mL) and DMF (1)were microwaved at 115 °C under N2 for one hour. _(Note: Initially, DMF was not added as co-solvent, the microwave instrument was repeatly failed to reach the temperature, and shut down ar 100 °C. It was due to the low thremal absorbance of toluene. Therefore, DMF was added to improve this situation.)_ LCMS showed no precursors and 87% of the desired mass MH+291 @ 0.87 min on a 2-min basic run. The reaction was cooled to RT. **_September 25 2015_** The reaction mixture was diluted with EtOAc, washed with water, filtered, and evaporated to give a brown solid as the crude product. The crude product was added to a silica gel column, and was eluted with 20-100%EtOAc in Heptane. Collected fractions. Based on TLC and LCMS, most product fractions contained a non-MS-ionization unknown, were combined, and evpoarated to give an orange-yellow solid. The orange-yellow solid was reloaded to a silica gel column and was eluted with 20-100%EtOAc in Heptane . Collected fractions . **_September 28 2015_** Based on TLC and LCMS, the product fractions were combined, and evpoarated to give a pale-yellow solid. Based on LCMS, it was 93% pure; based on NMR, it was 94~95% pure.
출처 및 근거
| 출처 데이터셋 | 750 AstraZeneca ELN dataset |
|---|
| ORD ID | ord-4ad2f7e2a41645bd9dba54aaef4fa989 |
|---|
| 출처 메모 | 750 AstraZeneca ELN dataset |
|---|