참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | Hydrazine | HCID 9321 | — |
| 반응물 | Stannous Chloride | HCID 24479 | — |
| 반응물 | Ethyl 2-oxocyclohexanecarboxylate | HCID 95543 | — |
| 반응물 | 2-(2-fluoro-4-methoxyphenyl)-4,5,6,7-tetrahydro-1H-indazol-3-one | HCID 18981018 | — |
| 반응물 | Sodium Nitrite | HCID 23668193 | — |
| 용매 | Acetic Acid | HCID 176 | — |
| 용매 | Phosphorus oxychloride | HCID 24813 | — |
| 생성물 | 2-Fluoro-4-methoxyaniline | HCID 3756383 | — |
| 생성물 | 3-Chloro-2-(2-fluoro-4-methoxyphenyl)-4,5,6,7-tetrahydroindazole | HCID 18981015 | — |
반응 단계
The diazonium salt of 2-fluoro-4-methoxyaniline was prepared using sodium nitrite and hydrochloric acid and was then reduced in situ with tin(II) chloride to prepare the correspondingly substituted phenylhydrazine (XIX). Reaction of this hydrazine with ethyl 2-cyclohexanonecarboxylate and subsequent heating of the product in the presence of acetic acid produced a mixture of 2-(2-fluoro-4-methoxyphenyl)-4,5,6,7-tetrahydro-1H-indazol-3-one (XX) and the 2-fluoro-4-methoxyphenylhydrazone of 2-cyclohexanonecarboxylic acid. This mixture was heated in phosphorus oxychloride, yielding 3-chloro-2-(2-fluoro-4-methoxyphenyl)-4,5,6,7-tetrahydroindazole (XXI), which was then cleaved with boron tribromide to the desired 3-chloro-2-(2-fluoro-4-hydroxyphenyl)-4,5,6,7-tetrahydroindazole (XXII). ##STR13##
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US05262390 |
|---|
| 출처 데이터셋 | uspto-grants-1993_11 |
|---|
| ORD ID | ord-a22234a6d986445c8829bacfedbf59ab |
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| 출처 메모 | uspto-grants-1993_11 |
|---|
