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Diisopropylethylamine → N-methyl-4-(2-(4-nitrophenoxy)phenyl)pyrimidin-2-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | Methylamine hydrochloride | HCID 6364545 | — |
| 反応物 | 2-(Methylsulfonyl)-4-(2-(4-nitrophenoxy)phenyl)pyrimidine | HCID 66970395 | — |
| 溶媒 | Isopropanol | HCID 3776 | — |
| 生成物 | N-methyl-4-(2-(4-nitrophenoxy)phenyl)pyrimidin-2-amine | HCID 66970416 | — |
反応手順
To a mixture of methylamine hydrochloride (0.863 g, 12.8 mmol), 2-(methylsulfonyl)-4-(2-(4-nitrophenoxy)phenyl)pyrimidine (0.791 g, 2.13 mmol) in iPrOH was added n,n-diisopropylethylamine (2.60 ml, 14.9 mmol). The reaction was sealed and heated to 70 deg. C. overnight. The resulting clear yellow solution was judged complete by LCMS in the morning. The reaction was cooled to ambient temperature, resulting in the formation of white crystals. Filter, rinsing with isopropanol. Concentrate filtrate, partition between EtOAc and 1N NaOH. Dry over anhyd. Na2SO4, filter, concentrate to give N-methyl-4-(2-(4-nitrophenoxy)phenyl)pyrimidin-2-amine as a light yellow solid. MS m/z=323 [M+1]+. Calc'd for C17H14N4O3: 322.32.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08476434B2 |
| 出典データセット | uspto-grants-2013_07 |
| ORD ID | ord-e0db69fc28e64cff9167fcedaeff023b |
| 出典メモ | uspto-grants-2013_07 |