2-Aminoadamantane → HCID 66884685, 화합물

HRID 72138

반응식

HRID 72138 반응식
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH:2]1[NH2:11])[CH2:8]2.C1N=CN([C:17](N2C=NC=C2)=[O:18])C=1.CCN(C(C)C)C(C)C.[N:33]1([C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[C:37]2([CH2:41][CH2:40][NH:39][CH2:38]2)[CH2:36][CH2:35][CH2:34]1>C(Cl)Cl>[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH:2]1[NH:11][C:17]([N:39]1[CH2:40][CH2:41][C:37]3([N:33]([C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[CH2:34][CH2:35][CH2:36]3)[CH2:38]1)=[O:18])[CH2:8]2

참가 물질

6

반응물 4

HCID 253322-AminoadamantaneHCID 682631,1'-CarbonyldiimidazoleHCID 81531DiisopropylethylamineHCID 426145731,7-Diaza-spiro(4.4)nonane-1-carboxylic acid tert-butyl ester

생성물 1

HCID 66884685HCID 66884685, 화합물수율 89%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  1. customThe solvent was removed under reduced pressure
  2. customto give crude product which
  3. customwas purified by preparative TLC

출처 및 근거

ORD 기록
ord-80deddb8ded445c392942df9ef9c08ce
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08828985B2

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