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O-Toluidine → 6-chloro-N-(2-methylphenyl)pyrimidine-4-carboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | O-Toluidine | HCID 7242 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 6-Chloropyrimidine-4-carbonyl chloride | HCID 18422098 | — |
| 反応物 | 6-chloro-N-(4-hydroxyphenyl)pyrimidine-4-carboxamide | HCID 59446876 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 6-chloro-N-(2-methylphenyl)pyrimidine-4-carboxamide | HCID 59447093 | — |
反応手順
A cooled (0° C.) solution of 6-chloropyrimidine-4-carbonyl chloride (26.76 g; 151 mmol), obtained as described above for Intermediate 7 step 1, in anhydrous DCM (270 ml) was treated dropwise over 25 minutes with a solution of o-toluidine (13.6 ml; 126.0 mmol) and DIEA (43.4 ml; 252 mmol) in anhydrous DCM (100 mL). At the end of addition, the reaction mixture was washed with water then brine, dried over MgSO4, filtered and dried under vacuum to afford the title compound used without further purification as a brown solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08399448B2 |
| 出典データセット | uspto-grants-2013_03 |
| ORD ID | ord-cb24b151bebc49458ba5df50805742d7 |
| 出典メモ | uspto-grants-2013_03 |