化工社化工社 化学情報印刷レポート · 研究参考用
2,5-Difluorobenzylamine → 4-chloro-6-(2,5-difluoro-benzylamino)-2H-phthalazin-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2,5-Difluorobenzylamine | HCID 123589 | — |
| 反応物 | Binap, (A+-)- | HCID 634876 | — |
| 反応物 | Sodium t-butoxide | HCID 23676156 | — |
| 反応物 | 6-Bromo-4-chlorophthalazin-1(2H)-one | HCID 53308487 | — |
| 触媒 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 溶媒 | Dimethylacetamide | HCID 31374 | — |
| 生成物 | 4-chloro-6-(2,5-difluoro-benzylamino)-2H-phthalazin-1-one | HCID 24948535 | 5% |
反応手順
A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (48 mg, 0.185 mmol), 2,5-difluorobenzylamine (0.026 mL, 0.222 mmol), Pd2(dba)3 (6 mg, 0.0066 mmol), rac-BINAP (21 mg, 0.021 mmol) and NaOtBu (45 mg, 0.468 mmol) in DMA (3 mL) was heated in a microwave at 90° C. for 5 minutes. The mixture was allowed to cool, diluted with EtOAc and washed with water. The organic layer was washed with sat.aq. NaHCO3, brine and dried (Na2SO4). Column chromatography (Hex/EtOAc) afforded 4-chloro-6-(2,5-difluoro-benzylamino)-2H-phthalazin-1-one (3 mg) as an off white solid, 1H (400 MHz, CDCl3) δ: 4.46 (s, 2H), 6.90 (m, 2H), 7.00 (m, 3H), 8.10 (d, 1H), 10.09 (s, 1H) ppm; m/z (M+1) 321.98.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08349836B2 |
| 出典データセット | uspto-grants-2013_01 |
| ORD ID | ord-53fb529a05404e0d9a6fb5332aecff5b |
| 出典メモ | uspto-grants-2013_01 |