Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 56388생성일: 2026년 10월 24일
1,8-Diazabicyclo(5.4.0)undec-7-ene → (1S,3R,4R)-methyl 3-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)-4-hydroxycyclopentanecarboxylate
https://huagongshe.com/ko/reaction/56388
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| 반응물 | 2-Chloro-6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazoline | HCID 89921772 | — |
| 반응물 | methyl (3R,4R)-3-amino-4-hydroxy-cyclopentanecarboxylate | HCID 118041469 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | (1S,3R,4R)-methyl 3-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)-4-hydroxycyclopentanecarboxylate | HCID 118036470 | 67.8% |
반응 단계
2-chloro-6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazoline (0.576 g, 1.558 mmol), methyl (3R,4R)-3-amino-4-hydroxycyclopentane-1-carboxylate (0.372 g, 2.337 mmol) were taken up in acetonitrile (3 ml) and DBU (0.470 ml, 3.12 mmol) was added. The reaction was purged with N2 for 5 minutes then heated to 65° C. overnight. After cooling to room temperature, the solvent was removed under reduced pressure. The residue was purified via flash chromatography (0-100% Hex/EtOAc; 12 g column), and (1S,3R,4R)-methyl 3-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)-4-hydroxycyclopentanecarboxylate (0.520 g, 1.056 mmol, 67.8% yield) was recovered. MS (ES+) C23H23Cl2N3O5 requires: 492, found: 493 [M+H]+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US09434700B2 |
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| 출처 데이터셋 | uspto-grants-2016_09 |
|---|
| ORD ID | ord-18577f484c0a489aa3234c21a76ea822 |
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| 출처 메모 | uspto-grants-2016_09 |
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