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Potassium Carbonate → HCID 136262645, 화합물

HRID 591671
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HRID 591671 반응식
[CH2:1]([N:8]([CH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)[C:9](=[O:11])[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:19]1[N:24]=[CH:23][C:22]([C:25]2[NH:34][C:33](=[O:35])[C:32]3[C:27](=[CH:28][C:29]([O:38][CH3:39])=[CH:30][C:31]=3[O:36][CH3:37])[N:26]=2)=[CH:21][CH:20]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH2:1]([N:8]([CH:12]1[CH2:17][CH2:16][N:15]([C:19]2[CH:20]=[CH:21][C:22]([C:25]3[NH:34][C:33](=[O:35])[C:32]4[C:27](=[CH:28][C:29]([O:38][CH3:39])=[CH:30][C:31]=4[O:36][CH3:37])[N:26]=3)=[CH:23][N:24]=2)[CH2:14][CH2:13]1)[C:9](=[O:11])[CH3:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 21250987HCID 21250987, 화합물HCID 136415074HCID 136415074, 화합물

생성물 1

HCID 136262645HCID 136262645, 화합물수율 30.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of N-benzyl-N-(piperidin-4-yl)acetamide (1.5 g, 6.3 mmol) and 2-(6-chloropyridin-3-yl)-5,7-dimethoxyquinazolin-4(3H)-one (1.0 g, 3.2 mmol) in DMF (15 mL) was added K2CO3 (0.875 g, 6.3 mmol) and the reaction was heated at reflux temperature overnight. The resulting mixture was concentrated in vacuo and purified by flash chromatography on silica gel, eluting with 1% to 10% MeOH/CH2Cl2, to afford the title compound (0.500 g, 30%) as a white solid. 1H NMR (300 MHz, DMSO-d6): δ 11.84 (s, 1H), 8.86 (s, 1H), 8.22 (d, J=9.2 Hz, 1H), 7.33-7.37 (m, 1H), 7.14-7.27 (m, 4H), 6.88-6.96 (m, 1H), 6.66 (d, J=1.5 Hz, 1H), 6.46 (d, J=1.5 Hz, 1H), 4.44-4.58 (m, 4.5H), 4.10-4.20 (m, 0.5H), 3.87 (s, 3H), 3.83 (s, 3H), 2.86-2.98 (m, 2H), 2.25 (s, 1.5H), 1.95 (s, 1.5H), 1.45-1.77 (m, 4H). ESI/APCI MS m/z 514 [M+H]+.

후처리

  1. temperaturethe reaction was heated
  2. temperatureat reflux temperature overnight
  3. concentrationThe resulting mixture was concentrated in vacuo
  4. custompurified by flash chromatography on silica gel
  5. washeluting with 1% to 10% MeOH/CH2Cl2

출처 및 근거

ORD 기록
ord-c4e4d5ff371040f28cfe40b50f7bd488
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09238640B2

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