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Hydrazine hydrate (1:1) → benzyl 6-isopropyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrazine hydrate (1:1) | HCID 24654 | — |
| 反応物 | 4-Piperidone | HCID 33721 | — |
| 反応物 | 5-(4-Chlorophenylsulfonyl)-6-(4-fluorophenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine | HCID 16730476 | — |
| 反応物 | Benzyl 2-(4-fluorophenyl)-4-oxopiperidine-1-carboxylate | HCID 21927691 | — |
| 反応物 | Benzyl 2-(4-chlorophenyl)-4-oxopiperidine-1-carboxylate | HCID 59342393 | — |
| 反応物 | HCID 178418676 | HCID 178418676 | — |
| 生成物 | benzyl 6-isopropyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate | HCID 68503449 | — |
反応手順
5-(4-Chlorophenylsulfonyl)-6-(4-fluorophenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine (Enantiomers A and B) Benzyl 2-(4-fluorophenyl)-4-oxopiperidine-1-carboxylate, prepared as described for compound 67 in Example using 4-fluorophenylmagnesium bromide, was formylated and treated with hydrazine hydrate as described for compound 50 in Example 1 to give benzyl 6-isopropyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate. This compound was then deprotected and treated with 4-chlorophenylsulfonyl chloride followed by NaOH as described for compound 52 in Example 1. The enantiomers were separated using HPLC Method [2].
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07732609B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-4ede1439ca0e4b1785d47e42139e61a1 |
| 出典メモ | uspto-grants-2010_06 |