Triethylamine → 3-[5-(2-Chloropyrid-4-ylcarbonylamino)-2-methylphenyl]-6-(4-methylpiperazin-1-yl)-3,4-dihydroquinazolin-4-one

HRID 2117345노트

반응식

HRID 2117345 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([C:8](Cl)=[O:9])[CH:5]=[CH:4][N:3]=1.[NH2:11][C:12]1[CH:13]=[CH:14][C:15]([CH3:36])=[C:16]([N:18]2[C:27](=[O:28])[C:26]3[C:21](=[CH:22][CH:23]=[C:24]([N:29]4[CH2:34][CH2:33][N:32]([CH3:35])[CH2:31][CH2:30]4)[CH:25]=3)[N:20]=[CH:19]2)[CH:17]=1.C(N(CC)CC)C>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([NH:11][C:12]2[CH:13]=[CH:14][C:15]([CH3:36])=[C:16]([N:18]3[C:27](=[O:28])[C:26]4[C:21](=[CH:22][CH:23]=[C:24]([N:29]5[CH2:34][CH2:33][N:32]([CH3:35])[CH2:31][CH2:30]5)[CH:25]=4)[N:20]=[CH:19]3)[CH:17]=2)=[O:9])[CH:5]=[CH:4][N:3]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 28000032-Chloropyridine-4-carbonyl chlorideHCID 222381673-(5-Amino-2-methylphenyl)-6-(4-methylpiperazin-1-yl)-3,4-dihydroquinazolin-4-one

생성물 1

HCID 222381523-[5-(2-Chloropyrid-4-ylcarbonylamino)-2-methylphenyl]-6-(4-methylpiperazin-1-yl)-3,4-dihydroquinazolin-4-one수율 91.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2-Chloropyridine-4-carbonyl chloride (0.61 g) was added to a stirred mixture of 3-(5-amino-2-methylphenyl)-6-(4-methylpiperazin-1-yl)-3,4-dihydroquinazolin-4-one (1 g), triethylamine (1 g) and methylene chloride (15 ml) and the resultant mixture was stirred at ambient temperature for 18 hours. The mixture was washed with a saturated aqueous sodium bicarbonate solution and the organic phase was evaporated. There was thus obtained the title compound (1.28 g); NMR Spectrum: (DMSOd6) 2.05 (s, 3H), 2.22 (s, 3H), 2.46-2.5 (m, 4H), 3.25-3.28 (m, 4H), 7.42-7.47 (m, 2H), 7.62 (s, 1H), 7.76-7.79 (m, 2H), 7.85 (d, 1H), 7.98 (s, 1H), 8.07 (s, 1H), 8.61 (d, 1H), 10.65 (s, 1H); Mass Spectrum: M+H+ 489 & 491.

후처리

  1. washThe mixture was washed with a saturated aqueous sodium bicarbonate solution
  2. customthe organic phase was evaporated

출처 및 근거

ORD 기록
ord-ef3e274644a34a918f921b98d5ff870b
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07442704B2

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