Water → HCID 57425910, 화합물

HRID 1920956

반응식

HRID 1920956 반응식
Cl[C:2]1[C:3]2[N:4]([CH:12]=[C:13]([CH2:15][CH:16]([CH3:18])[CH3:17])[N:14]=2)[C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.C(N(CC)C(C)C)(C)C.[CH3:28][O:29][C:30]1[CH:46]=[CH:45][C:33]([CH2:34][NH:35][CH2:36][C:37]2[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[CH:39][CH:38]=2)=[CH:32][CH:31]=1.O>CN1CCCC1=O>[CH2:15]([C:13]1[N:14]=[C:3]2[C:2]([N:35]([CH2:34][C:33]3[CH:32]=[CH:31][C:30]([O:29][CH3:28])=[CH:46][CH:45]=3)[CH2:36][C:37]3[CH:38]=[CH:39][C:40]([O:43][CH3:44])=[CH:41][CH:42]=3)=[N:11][C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[N:4]2[CH:12]=1)[CH:16]([CH3:18])[CH3:17]

참가 물질

6

반응물 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 714952Bis(4-methoxybenzyl)amineHCID 574259094-Chloro-2-isobutylimidazo[1,2-a]quinoxaline

생성물 1

HCID 57425910HCID 57425910, 화합물수율 81.1%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

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온도
120 °C

실험 절차

To a solution of the 4-chloro-2-isobutylimidazo[1,2-a]quinoxaline (130 mg, 0.50 mmol) in 2 mL of 1-methylpyrrolidin-2-one was added N,N-diisopropylethylamine (129 mg, 1.0 mmol) and followed by bis(4-methoxybenzyl)amine (154 mg, 0.60 mmol). The reaction mixture was stirred at 120° C. overnight. And then 10 mL of water was added. The resulting mixture was extracted with ethyl ether (50 mL×3). The combined organic layers were washed with water (20 mL), brine (20 mL), dried over MgSO4, filtered and concentrated. The crude product was purified by flash column chromatography eluted with ethyl acetate and hexanes to give the titled compound (195 mg, 81%). MS: MH+=481 1H NMR (300 MHz, CDCl3): δ 7.72 (s, 1H), 7.65 (m, 2H), 7.21-7.39 (m, 6H), 6.84 (d, 4H), 5.34 (brs, 4H), 3.79 (s, 6H), 2.63 (d, 2H), 2.06 (m, 1H), 0.94 (d, 6H).

후처리

  1. extractionThe resulting mixture was extracted with ethyl ether (50 mL×3)
  2. washThe combined organic layers were washed with water (20 mL), brine (20 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude product was purified by flash column chromatography
  7. washeluted with ethyl acetate and hexanes

출처 및 근거

ORD 기록
ord-948050b34b6d4666828d36cc17dfc26b
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08173657B2

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