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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1971785생성일: 2026년 10월 26일

Potassium Carbonate → Tert-butyl[3-(4-cyano-2,6-dimethoxyphenyl)-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl]carbamate

https://huagongshe.com/reaction/1971785

반응식

참여 물질

역할이름HCID투입량
반응물Potassium CarbonateHCID 11430—
반응물TriphenylphosphineHCID 11776—
반응물(3-Bromo-6-methoxy-pyrazolo[5,1-b]thiazol-7-yl)-carbamic acid tert-butyl esterHCID 57912433—
반응물4-Cyano-2,6-dimethoxyphenylboronic acidHCID 58816649—
촉매palladium(II) acetateHCID 167845—
용매WaterHCID 962—
용매1,2-DimethoxyethaneHCID 8071—
용매Ethyl AcetateHCID 8857—
용매Ethylacetate heptaneHCID 21899848—
생성물Tert-butyl[3-(4-cyano-2,6-dimethoxyphenyl)-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl]carbamateHCID 4447873551.7%

반응 조건

온도90 °C

반응 단계

To a mixture of tert-butyl (3-bromo-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl)carbamate (461 mg, 1.33 mmol), DME (49 mL) and water (16 mL) were added (4-cyano-2,6-dimethoxyphenyl)boronic acid (412 mg, 2.00 mmol), potassium carbonate (366 mg, 2.66 mmol), triphenylphosphine (174 mg, 0.659 mmol) and palladium acetate (29.8 mg, 0.132 mmol) in that order, and the mixture was stirred at 90° C. (internal temperature) for 2 hours. Water was added to the 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 then 1/1) to obtain the title compound (296 mg, 0.688 mmol).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08431603B2
출처 데이터셋uspto-grants-2013_04
ORD IDord-27290163f36f4e06baf6d91a43d803f0
출처 메모uspto-grants-2013_04