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HRID 336918作成日:2026年10月26日
Ethyl Acetate → (4R)-4-(4-Cyano-2-nitrophenyl)-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile
https://huagongshe.com/reaction/336918
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
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| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | (Methoxycarbonylsulfamoyl)triethylammonium hydroxide | HCID 11032497 | — |
| 反応物 | (4R)-4-(4-Cyano-2-nitrophenyl)-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxamide | HCID 58133767 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (4R)-4-(4-Cyano-2-nitrophenyl)-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile | HCID 66601717 | — |
反応手順
The reaction was carried out under argon. (4R)-4-(4-Cyano-2-nitrophenyl)-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxamide (5.0 g, 10.1 mmol; purity 90%) was initially charged in dry THF (135 ml), methoxycarbonylsulfamoyltriethylammonium hydroxide (Burgess reagent; 3.85 g, 16.17 mmol; 1.6 eq.) was added and the mixture was then stirred at RT for 2 h. Ethyl acetate (300 ml) was then added to the reaction mixture. The organic phase was washed twice with water and once with saturated sodium chloride solution, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude product was recrystallized from cyclohexane/ethyl acetate. The crystals obtained were dried under high vacuum. The title compound was obtained as a solid (2.8 g, 65% of theory).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08889700B2 |
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| 出典データセット | uspto-grants-2014_11 |
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| ORD ID | ord-ee83ba29a6da4e07926c280e76b81b90 |
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| 出典メモ | uspto-grants-2014_11 |
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