Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 24595생성일: 2026년 10월 23일
p-Toluenesulfonic acid → 4-(3-Chlorophenyl)-6-[(2-cyclohexylethoxy)methyl]-5-(3,3-diphenylpropylcarbamoyl)-2-phenyl-1,4-dihydropyrimidine
https://huagongshe.com/ko/reaction/24595
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | p-Toluenesulfonic acid | HCID 6101 | — |
| 반응물 | Benzamidine, hydrochloride | HCID 80289 | — |
| 반응물 | Benzyl 3-(chlorophenyl)-2-[2-(2-cyclohexyl-ethoxy)acetyl]acrylate | HCID 69746534 | — |
| 반응물 | HCID 178418922 | HCID 178418922 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 4-(3-Chlorophenyl)-6-[(2-cyclohexylethoxy)methyl]-5-(3,3-diphenylpropylcarbamoyl)-2-phenyl-1,4-dihydropyrimidine | HCID 9939371 | — |
반응 단계
119 mg (1.06 mmol) of t-butoxypotassium was dissolved in 5 ml of DMF. 166 mg (1.06 mmol) of benzamidine monohydrochloride was added to the obtained solution under cooling with ice, and they were stirred for 30 minutes. A solution of benzyl 3-(chlorophenyl)-2-[2-(2-cyclohexyl-ethoxy)acetyl]acrylate (E/Z mixture) in 5 ml of DMF was added to the reaction mixture under cooling with ice. The obtained mixture was stirred for 3 hours while the temperature was elevated to room temperature. A catalytic amount of p-toluenesulfonic acid was added to the reaction mixture, and they were heated to 100° C. and stirred overnight. DMF was evaporated under reduced pressure, and the residue was diluted with ethyl acetate and washed with saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (hexane/ethyl acetate=10/1) to obtain the title compound.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US06855716B2 |
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| 출처 데이터셋 | uspto-grants-2005_02 |
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| ORD ID | ord-3aec86edff8a4e11b228307708364677 |
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| 출처 메모 | uspto-grants-2005_02 |
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