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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

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—
반응물{4-[(Cyclobutyloxy)methyl]-2,6-dimethoxyphenyl}boronic acidHCID 57912446—
촉매palladium(II) acetateHCID 167845—
용매WaterHCID 962—
용매1,2-DimethoxyethaneHCID 8071—
용매Ethyl AcetateHCID 8857—
생성물tert-Butyl (3-{4-[(cyclobutyloxy)methyl]-2,6-dimethoxyphenyl}-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl)carbamateHCID 5791246489.4%

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 (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

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08431603B2
출처 데이터셋uspto-grants-2013_04
ORD IDord-c00b2c3d15a94d3cbcfc301c34f7af67
출처 메모uspto-grants-2013_04