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Dibutylchloro(propyl)stannane → 5-(Difluoromethoxy)-1-methyl-3-(tributylstannyl)-1H-indazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dibutylchloro(propyl)stannane | HCID 59914830 | — |
| 反応物 | 5-(difluoromethoxy)-3-iodo-1-methyl-1H-indazole | HCID 71279544 | — |
| 反応物 | HCID 178418918 | HCID 178418918 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 5-(Difluoromethoxy)-1-methyl-3-(tributylstannyl)-1H-indazole | HCID 71279627 | — |
反応手順
To a solution of 5-(difluoromethoxy)-3-iodo-1-methyl-1H-indazole (400 mg, 1.23 mmol) in dry THF (15 mL) was added isopropylmagnesium chloride (0.75 mL, 1.3 mmol, 2M in THF) drop-wise at −16° C. under nitrogen atmosphere, stirred for 30 minutes, then dibutylchloro(propyl)stannane (0.5 mL, 1.45 mmol) was added drop-wise, the reaction mixture was warmed to room temperature slowly and stirred for 2 hours. The reaction mixture was quenched with a saturated solution of NH4Cl (40 mL) and extracted with EtOAc (3×30 mL). The combined organic layers were dried over Na2SO4, filtered and concentrated under reduced pressure and the residue was used into the next step without purification (500 mg, crude) as oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08658646B2 |
| 出典データセット | uspto-grants-2014_02 |
| ORD ID | ord-e3d12928dbe341bb81bba19fe3bc89ef |
| 出典メモ | uspto-grants-2014_02 |