참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 2-Aminoadamantane | HCID 25332 | — |
| 반응물 | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | 1,7-Diaza-spiro(4.4)nonane-1-carboxylic acid tert-butyl ester | HCID 42614573 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | HCID 66884685 | HCID 66884685 | 89% |
반응 단계
A solution of adamantan-2-ylamine (75 mg, 0.38 mmol), CDI (80 mg, 0.46 mmol), i-Pr2NEt (150 mg, 1.14 mmol) in CH2Cl2 (5 mL) was stirred at 0° C. for 1 h, and tert-butyl 1,7-diazaspiro[4.4]nonane-1-carboxylate (100 mg, 0.38 mmol) was added. The reaction mixture stirred at room temperature overnight. The solvent was removed under reduced pressure to give crude product which was purified by preparative TLC to afford tert-butyl 7-(2-adamantylcarbamoyl)-1,7-diazaspiro[4.4]nonane-1-carboxylate (136 mg, 89%). LC-MS Method 3, tR=4.24 min, m/z=404.1; 1H NMR (CDCl3) 1.39 (s, 9H), 1.48-1.52 (m, 4H), 1.62-1.71 (m, 5H), 1.71-1.81 (m, 10H), 1.81-1.88 (m, 3H), 1.89-2.01 (m, 1H), 2.93-3.12 (m, 1H), 3.21 (m, 1H), 3.28-3.49 (m, 2H), 3.55 (m, 1H), 3.68 (m, 1H), 3.88 (m, 1H), 4.46 (m, 1H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08828985B2 |
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| 출처 데이터셋 | uspto-grants-2014_09 |
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| ORD ID | ord-80deddb8ded445c392942df9ef9c08ce |
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| 출처 메모 | uspto-grants-2014_09 |
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