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3,5-Difluoroaniline → N4-(3,5-difluorophenyl)-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3,5-Difluoroaniline | HCID 96595 | — |
| 反応物 | N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine | HCID 71738410 | — |
| 生成物 | N4-(3,5-difluorophenyl)-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine | HCID 71738747 | — |
反応手順
The titled compound was synthesized according to the procedure described for preparation of N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine (Example 29) using (3,5-difluorophenyl)amine instead of cyclopentanamine. The crude material was purified by column chromatography eluting with mixture of chloroform/ethanol/20% water solution of ammonia (200:10:1), and then the final product was washed with diethyl ether to afford the titled compound as a white solid. 1H NMR (300 MHz, CDCl3) δ ppm 2.07 (s, 3H), 2.34 (s, 3H), 4.73 (d, J=3.1 Hz, 2H), 5.93 (bs, 1H), 6.39-6.49 (m, 2H), 7.13-7.22 (m, 3H), 7.34 (d, J=7.8 Hz, 1H), 7.63 (t, J=5.9 Hz, 1H), 8.59 (d, J=3.8 Hz, 1H); MS (ESI) m/z 342.7 (M+1)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09447051B2 |
| 出典データセット | uspto-grants-2016_09 |
| ORD ID | ord-584d81e0be024e029d8ea7e4e6451243 |
| 出典メモ | uspto-grants-2016_09 |