関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Sulfuric Acid | HCID 1118 | — |
| 反応物 | [(4-Ethynyl-7-hydroxy-2-phenyl-thiazolo[4,5-c]pyridine-6-carbonyl)-amino]-acetic acid | HCID 24757507 | — |
| 触媒 | Mercuric sulfate | HCID 24544 | — |
| 溶媒 | Acetone | HCID 180 | — |
| 生成物 | [(4-Acetyl-7-hydroxy-2-phenyl-thiazolo[4,5-c]pyridine-6-carbonyl)-amino]-acetic acid | HCID 24757508 | 43.1% |
反応手順
A mixture of [(4-ethynyl-7-hydroxy-2-phenyl-thiazolo[4,5-c]pyridine-6-carbonyl)-amino]-acetic acid (52 mg, 0.15 mmole), mercury sulfate (44 mg, 0.15 mmole), concentrated sulfuric acid (19 mg, 0.19 mmole) in 80% aqueous acetone (1.6 ml) was refluxed for 2 h before it was cooled to room temperature and concentrated. The residue was washed with water and filtered. The remaining solid was dissolved in 0.5 N NaOH (15 ml) and extracted with dichloromethane (2×20 ml). The remaining aqueous layer was acidified with 1N HCl (8 ml) to pH=2. The suspension was extracted with ethyl acetate (20 ml) and dichloromethane (20 ml). The organic layer was combined, concentrated and purified by column chromatography on a C18 column with a gradient of water and acetonitrile in formic acid to give the title compound as a yellow solid (24 mg): MS: (+) m/z 372.24 (M+1), MS: (−) m/z 370.27 (M−1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07696223B2 |
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| 出典データセット | uspto-grants-2010_04 |
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| ORD ID | ord-fcff9ae8bd1447399e97f86b7eff9179 |
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| 出典メモ | uspto-grants-2010_04 |
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