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Triethylamine → [3-(5-Amino-3-tert-butyl-pyrazol-1-yl)-phenyl]-methanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Sodium borohydride | HCID 4311764 | — |
| 反応物 | ethyl 3-(5-amino-3-tert-butyl-1H-pyrazol-1-yl)benzoate | HCID 21867322 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | [3-(5-Amino-3-tert-butyl-pyrazol-1-yl)-phenyl]-methanol | HCID 21867318 | 87% |
反応手順
To a solution of Intermediate 29a (1.00 g, 3.48 mmol) and Et3N (265 μL, 1.91 mmol) in EtOH (35 mL) was added NaBH4 (198 mg, 5.23 mmol) and the suspension stirred at RT for 1.5 h. NaBH4 (198 mg, 5.23 mmol) was added and the suspension stirred for a further 19 h. NaBH4 (1.31 g, 34.8 mmol) was added and the suspension stirred for a further 24 h, then diluted with water and extracted with DCM. The combined organics were dried and concentrated in vacuo. The residue was purified by FCC, using 0-10% [2M NH3 in MeOH] in DCM, to give the title compound as a white solid (740 mg, 87%). LCMS (Method 3): Rt 2.05 min, m/z 246 [MH+].
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09315503B2 |
| 出典データセット | uspto-grants-2016_04 |
| ORD ID | ord-43a0898a00d6435a80328f902108cfce |
| 出典メモ | uspto-grants-2016_04 |