참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | 3-Amino-1-(3-(trifluoromethyl)phenyl)-2-pyrazoline hydrochloride | HCID 3018746 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 1-(3-(trifluoromethyl)phenyl)-1H-pyrazol-3-amine | HCID 13626946 | — |
반응 단계
To a solution of 1-(3-trifluoromethyl-phenyl)-4,5-dihydro-1H-pyrazol-3-ylamine hydrochloride salt (200 mg, 0.88 mmol) (Example 3A) in dioxane (50 mL) was added triethylamine (0.069 mL, 0.88 mmol) followed by 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) (200 mg, 0.88 mmol). The mixture was stirred at room temperature for 24 h and then poured onto dichloromethane. 2N hydrochloric acid was added and the organics extracted with 2N hydrochloric acid (3×50 mL). The acid layer was basified with 10N potassium hydroxide and extracted with dichloromethane (3×50 mL). The combined organics were dried (Na2SO4), filtered and evaporated to dryness. The residue dissolved in diethyl ether and 1M hydrochloric acid in diethyl ether was added to form a brown solid which was collected and dried (171 mg, 86%). MS (ES) m/z: 228.1 [M+H].
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07482469B2 |
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| 출처 데이터셋 | uspto-grants-2009_01 |
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| ORD ID | ord-cbf8e473c0364d45bc73ff649687c3b1 |
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| 출처 메모 | uspto-grants-2009_01 |
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