Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1971792생성일: 2026년 10월 27일
Potassium Carbonate → tert-Butyl (3-{4-[(cyclobutyloxy)methyl]-2,6-dimethoxyphenyl}-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl)carbamate
https://huagongshe.com/reaction/1971792
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | Triphenylphosphine | HCID 11776 | — |
| 반응물 | (3-Bromo-6-methoxy-pyrazolo[5,1-b]thiazol-7-yl)-carbamic acid tert-butyl ester | HCID 57912433 | — |
| 반응물 | {4-[(Cyclobutyloxy)methyl]-2,6-dimethoxyphenyl}boronic acid | HCID 57912446 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | tert-Butyl (3-{4-[(cyclobutyloxy)methyl]-2,6-dimethoxyphenyl}-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl)carbamate | HCID 57912464 | 89.4% |
반응 단계
To a mixture of tert-butyl (3-bromo-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl)carbamate (987 mg, 2.83 mmol), DME (80 mL) and water (28 mL) were added {4-[(cyclobutyloxy)methyl]-2,6-dimethoxyphenyl}boronic acid (904 mg, 3.4 mmol), potassium carbonate (785 mg, 5.68 mmol), triphenylphosphine (370 mg, 1.42 mmol) and palladium acetate (63.7 mg, 0.282 mmol) in that order, and the mixture was stirred at 90° C. (internal temperature) for 3 hours. Water was added to the reaction mixture, and then ethyl acetate was added. After thoroughly shaking the mixture, the organic layer was separated and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. The mixture was filtered, and then the solvent in the filtrate was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (mixture of n-heptane and ethyl acetate: n-heptane/ethyl acetate=2/1) to obtain the title compound (1.24 g, 2.53 mmol).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08431603B2 |
|---|
| 출처 데이터셋 | uspto-grants-2013_04 |
|---|
| ORD ID | ord-c00b2c3d15a94d3cbcfc301c34f7af67 |
|---|
| 출처 메모 | uspto-grants-2013_04 |
|---|