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5-Amino-1-methyl-1H-pyrazole-4-carbonitrile → 4Methoxy-2-(morpholin-4-yl)-benzothiazole-7-carboxylic acid (4-cyano-2-methyl-2H-pyrazol-3-yl)amide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 5-Amino-1-methyl-1H-pyrazole-4-carbonitrile | HCID 219740 | — |
| 反応物 | 4-Methoxy-2-(morpholin-4-yl)benzothiazole-7-carboxylic acid | HCID 18356991 | — |
| 触媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4Methoxy-2-(morpholin-4-yl)-benzothiazole-7-carboxylic acid (4-cyano-2-methyl-2H-pyrazol-3-yl)amide | HCID 10222513 | 11.4% |
反応手順
Starting with 4-methoxy-2-(morpholin-4-yl)benzothiazole-7-carboxylic acid (0.13 g) oxalyl chloride (0.10 ml), dichloromethane (10 ml) and dimethylformamide (1 drop), followed by 5-amino-1-methyl-1H-pyrazole-4-carbonitrile (0.11 g), sodium hexamethyldisilylamine (1.0M in tetrahydrofuran, 0.88 ml) and dichloromethane (10 ml). Purification by flash chromatography (eluent ethyl acetate) yielded the title compound as an off-white solid (0.02 g). TLC Rf 0.45 (ethyl acetate); Mpt 299-300° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06313116B1 |
| 出典データセット | uspto-grants-2001_11 |
| ORD ID | ord-14080d70c0864b4f8ef496b3854154db |
| 出典メモ | uspto-grants-2001_11 |