化工社化工社 化学情報印刷レポート · 研究参考用
Sodium Hydroxide → N4-(4-methoxyphenyl)-N4-methyl-9H-pyrimido[4,5-b]indole-2,4-diamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | N-Methyl-m-anisidine | HCID 84349 | — |
| 反応物 | N-(4-chloro-9H-pyrimido[4,5-b]indol-2-yl)-2,2-dimethylpropanamide | HCID 57625951 | — |
| 反応物 | N-{4-[(4-methoxyphenyl)(methyl)amino]-9H-pyrimido[4,5-b]indol-2-yl}-2,2-dimethylpropanamide | HCID 67007332 | — |
| 触媒 | Hydrochloric Acid | HCID 313 | — |
| 溶媒 | 1-Butanol | HCID 263 | — |
| 溶媒 | Chloroform methanol | HCID 21584188 | — |
| 生成物 | N4-(4-methoxyphenyl)-N4-methyl-9H-pyrimido[4,5-b]indole-2,4-diamine | HCID 25233117 | 73% |
反応手順
Using the general procedure described above, the reaction of 11 (100 mg, 0.24 mmol) and 1 N NaOH provided 58 mg of AAG107 as a white solid in 73% yield. Alternatively, AAG107 can also be synthesized by treating 6 (90 mg, 0.3 mmol) with 3-methoxy-N-methylaniline (306 mg, 2.23 mmol) in presence of 3 drops HCl and solvent n-butanol under reflux conditions for 14 hours. The yield from 6 to AAG107 using this method is 53%. TLC Rf 0.34 (chloroform-methanol 15:1); mp 233.6° C.; 1H NMR (DMSO-d6) δ 3.55 (s, 3H, OCH3), 3.58 (s, 3H, NCH3), 6.19 (s, 2H, NH2, exch), 5.87-7.18 (m, 8H, Ar—H), 11.27 (s, 1H, 9-NH, exch).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09045489B2 |
| 出典データセット | uspto-grants-2015_06 |
| ORD ID | ord-59f2b0d54b454dbf91c4f1a044809ad7 |
| 出典メモ | uspto-grants-2015_06 |