化工社化工社 化学情報印刷レポート · 研究参考用
1-Pentyne → 2-(4'-Fluorophenyl)-5-pent-1-ynylpyrimidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Pentyne | HCID 12309 | — |
| 反応物 | 5-Bromo-2-(4-fluorophenyl)pyrimidine | HCID 23297064 | — |
| 反応物 | 2-(2',3'-Difluoro-4'-octyloxyphenyl)-5-non-1-ynylpyrimidine | HCID 54455102 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Diisopropylamine | HCID 7912 | — |
| 生成物 | 2-(4'-Fluorophenyl)-5-pent-1-ynylpyrimidine | HCID 19386263 | 87% |
反応手順
--Quantities: 2-(4'-fluorophenyl)-5-bromo-pyrimidine 20 (1.48 g, 4.88 mmol), pent-1-yne (0.98 ml, 10 mmol), tetrakis(triphenylphosphine)palladium (350 mg, 0.30 mmol), copper(I) iodide (57 mg, 0.30 mmol), diisopropylamine (20 ml). The experimental procedure was as described for compound 38. The crude product was purified by flash chromatography (8% ethyl acetate-light petroleum) to give the fluorophenylpyrimidine 42 (1.02 g, 85%), m.p. 51° C.; νmax /cm-1 (KBr) 2960, 2870, 2220, 1600, 1510, 1430, 1220, 1150 and 855; δ 1.07 (3H, t, Me), 1.68 (2H, sext, CH2CH3), 2.47 (2H, t, CH2C≡C), 7.18 (2H, t, 3'- and 5'-H), 8.44 (2H, dd, 2'- and 6'-H) and 8.75 (2H, s, 4- and 6-H); m/z 240 (M+), 225, 212, 198, 184, 171 and 118.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05986096 |
| 出典データセット | uspto-grants-1999_11 |
| ORD ID | ord-ed1bb7e6f9554ff6afd79009163be1ae |
| 出典メモ | uspto-grants-1999_11 |