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1-Naphthalenemethanol → 6-Chloro-2-(1-naphthylmethoxy)pyrimidin-4-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Naphthalenemethanol | HCID 20908 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 4-Pyrimidinamine, 2,6-dichloro- | HCID 82387 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 6-Chloro-2-(1-naphthylmethoxy)pyrimidin-4-amine | HCID 470508 | — |
反応手順
1-Naphthalenemethanol (227 mg, 1.44 mmol) is added to a slurry of 50% sodium hydride (69 mg, 1.44 mmol) in dry THF (4 ml) at 0° C. After stirring for 30 minutes, 4-amino-2,6-dichloropyrimidine (157 mg, 0.96 mmol) is added and stirred at 22° C. for 72 hours. The solution is quenched with saturated NH4Cl and concentrated in vacuo. The residue is dissolved in methylene chloride and washed 3× saturated NaHCO3, dried with MgSO4, filtered, and concentrated in vacuo. The sample is purified by chromatography using 1:2 ethyl acetate/hexanes and recrystallization from heptane/toluene, mp 160-161° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05981537 |
| 出典データセット | uspto-grants-1999_11 |
| ORD ID | ord-fb5c01d00e954664a2426336b92669f7 |
| 出典メモ | uspto-grants-1999_11 |