참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Carbonate Ion | HCID 19660 | — |
| 반응물 | Cyclopropylamine | HCID 69828 | — |
| 반응물 | 1-Hydroxybenzotriazole | HCID 75771 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | Isocyanate | HCID 105034 | — |
| 반응물 | Carbodiimide | HCID 160435 | — |
| 반응물 | Triethylammonium | HCID 1385867 | — |
| 반응물 | 8-(Cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid | HCID 71108490 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 8-(cyclohexylmethoxy)-N-cyclopropyl-2-methylimidazo[1,2-a]pyridine-3-carboxamide | HCID 86713506 | 88.1% |
반응 단계
To a mixture of 8.7 mg of 8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid, 5.1 mg of cyclopropylamine, 4.1 mg of 1-hydroxybenzotriazole, 1 ml of DMF, and 28 μl of diisopropylethylamine was added 50 mg of polystyrene N-cyclohexylcarbodiimide-N′-propyloxymethyl (PS-Carbodiimide manufactured by Biotage), followed by stirring at room temperature for 16 hours. Subsequently, 1 ml of DMF, 50 mg of macroporious triethylammonium methylpolystyrene carbonate (MP-Carbonate manufactured by Biotage) and 50 mg of polystyrene methyl isocyanate (PS-Isocyanate manufactured by Biotage), followed by stirring at room temperature for 3 hours. The resin of the reaction mixture was removed by filtration and the filtrate was concentrated under reduced pressure. The obtained residue was purified by preparative HPLC (high performance liquid chromatography) to obtain 8.7 mg of 8-(cyclohexylmethoxy)-N-cyclopropyl-2-methylimidazo[1,2-a]pyridine-3-carboxamide.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09447090B2 |
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| 출처 데이터셋 | uspto-grants-2016_09 |
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| ORD ID | ord-8f5c2ad1bc3b47ae92615699a1d65b0b |
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| 출처 메모 | uspto-grants-2016_09 |
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