Potassium Carbonate → HCID 178418842, 화합물

HRID 397355노트

반응식

HRID 397355 반응식
[CH:1]1([C:4]2[NH:8][N:7]=[C:6]([NH:9][C:10]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[N:13]=[C:12](Cl)[N:11]=3)[CH:5]=2)[CH2:3][CH2:2]1.[CH3:21][CH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1.C(=O)([O-])[O-].[K+].[K+]>C(O)(C)(C)C>[CH:1]1([C:4]2[CH:5]=[C:6]([NH:9][C:10]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[N:13]=[C:12]([N:25]4[CH2:26][CH2:27][CH:22]([CH3:21])[CH2:23][CH2:24]4)[N:11]=3)[NH:7][N:8]=2)[CH2:3][CH2:2]1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 693814-MethylpiperidineHCID 21939162(2-Chloro-quinazolin-4-yl)-(5-cyclopropyl-2h-pyrazol-3-yl)-amine

생성물 1

HCID 178418842HCID 178418842, 화합물수율 86.1%

시약·촉매·용매 1

HCID 6386tert-Butanol용매

실험 절차

To a solution of (5-cyclopropyl-1H-pyrazol-3-yl)-(2-chloro-quinazolin-4-yl)-amine (118 mg, 0.41 mmol) in tert-butanol (3.0 mL) was added 4-methylpiperidine (0.49 mL, 4.1 mmol) and the reaction mixture heated at reflux overnight. The reaction mixture was concentrated in vacuo and the residue dissolved in a mixture EtOH:water (1:3, 4 mL). Potassium carbonate (57 mg, 0.41 mmol) was added and the mixture stirred at room temperature for 2 hours. The resulting suspension was filtered, washed with water (×2), and rinsed with Et2O (×2) to afford III-111 as a white solid (123 mg, 85%): mp 190° C.; 1H NMR (DMSO) δ0.66 (2H, s), 0.93 (5H, br s), 1.07 (2H, d), 1.66 (3H, s), 1.91 (1H, s), 2.85 (2H, t), 4.72 (2H, d), 6.33 (1H, s), 7.06 (1H, t), 7.29 (1H, d), 7.52 (1H, t), 8.31 (1H, d), 9.95 (1H, s), 12.18 (1H, br s); IR (solid) 2925, 2852, 1622, 1590, 1581, 1558, 1494, 1481, 1453, 1435, 1394; MS 349.2 (M+H)+.

후처리

  1. temperaturethe reaction mixture heated
  2. temperatureat reflux overnight
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. dissolutionthe residue dissolved in a mixture EtOH:water (1:3, 4 mL)
  5. filtrationThe resulting suspension was filtered
  6. washwashed with water (×2)
  7. washrinsed with Et2O (×2)

출처 및 근거

ORD 기록
ord-5e0e62a631554b07b1f58b51b31e2601
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06610677B2

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