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Lithium tritertbutoxyaluminohydride → (5-Hydroxymethyl-pyridin-2-yl)-(4-isopropyl-piperazin-1-yl)-methanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Lithium tritertbutoxyaluminohydride | HCID 16684435 | — |
| 反応物 | 6-(4-Isopropyl-piperazine-1-carbonyl)-nicotinic acid methyl ester | HCID 44515774 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (5-Hydroxymethyl-pyridin-2-yl)-(4-isopropyl-piperazin-1-yl)-methanone | HCID 44515775 | 61% |
反応手順
A solution of 6-(4-isopropyl-piperazine-1-carbonyl)-nicotinic acid methyl ester (0.500 g, 1.72 mmol) in THF (15 mL) was cooled to −78° C. in a dry ice bath. A solution of lithium tri-tert-butoxyaluminohydride (1 M in THF, 3.44 mL) was then added drop-wise to the reaction mixture. The resulting solution was allowed to come to rt and was stirred for 18 h. The reaction was quenched with satd. aq. potassium sodium tartrate (Rochelle's salt, 15 mL) and extracted with DCM (3×50 mL). The organic layers were combined, dried (Na2SO4), and concentrated to give the title compound (0.275 g, 61%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07423147B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-ac96de21ced44c2bb40c40337e69c0cb |
| 出典メモ | uspto-grants-2008_09 |