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Ethyl Acetate → 4-Acetamido-N-(2-amino-5-(thiazol-2-yl)phenyl)benzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | 4-Acetamidobenzoyl chloride | HCID 7010341 | — |
| 反応物 | 4-(Thiazol-2-yl)benzene-1,2-diamine | HCID 13007812 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 4-Acetamido-N-(2-amino-5-(thiazol-2-yl)phenyl)benzamide | HCID 59736684 | 5.7% |
反応手順
To a stirred suspension of 222a (47 mg, 0.25 mmol) in acetonitrile (10 mL) and pyridine (20 uL) was added 4-acetamidobenzoyl chloride (49 mg, 0.25 mmol) in acetonitrile (1 mL) at 0° C. for 15 min. The reaction mixture was warmed up to room temperature and stirred for 4 hours, concentrated under reduced pressure. The crude was diluted in DCM and washed with NaHCO3 and brine. The organic layer was dried with Na2SO4 and evaporated. The residue was purified by flash chromatography on silica gel, eluents hexane-EtOAc (1:3), then EtOAc (100%) to afford the title compounds 223 (3 mg, 4% yield) and 224a (5 mg, 5% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07868205B2 |
| 出典データセット | uspto-grants-2011_01 |
| ORD ID | ord-40fc5002ce4e4f40b706f1dcde50eab1 |
| 出典メモ | uspto-grants-2011_01 |