Ethanol → 4-(3-Aminophenyl)-6,7-dimethoxy-2-methylaminoquinazoline

HRID 275733노트

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HRID 275733 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[C:8]([NH:15][CH3:16])[N:7]=[C:6]2[C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-])=O)[CH:18]=1.C(N(CC)CC)C.C(O)C.[H][H]>[C].[Pd].O1CCCC1>[NH2:23][C:19]1[CH:18]=[C:17]([C:6]2[C:5]3[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=3)[N:9]=[C:8]([NH:15][CH3:16])[N:7]=2)[CH:22]=[CH:21][CH:20]=1

참가 물질

7

반응물 4

HCID 702EthanolHCID 8471TriethylamineHCID 12150401HCID 12150401, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 155405314-(3-Aminophenyl)-6,7-dimethoxy-2-methylaminoquinazoline수율 73.1%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 8028Tetrahydrofuran용매

실험 절차

1.83 g of 6,7-dimethoxy-2-methylamino-4-(3-nitrophenyl) quinazoline obtained in Production Example 4,200 mg of 10% palladium-carbon powder (hydrate) and 1.44 g triethylamine were suspended in a mixed solvent of 10 ml ethanol and 10 ml tetrahydrofuran. After the atmosphere was replaced with hydrogen, the mixture was stirred for 15 hours at ordinary pressure at room temperature. The reaction solution was filtered, then the filtrate was evaporated, and the crude product was purified and separated by silica gel column chromatography (hexane:ethyl acetate=1:3). The product was recrystallized from hexane-ethyl acetate to give 1.22 g of the title compound as pale yellow crystals.

후처리

  1. filtrationThe reaction solution was filtered
  2. customthe filtrate was evaporated
  3. customthe crude product was purified
  4. customseparated by silica gel column chromatography (hexane:ethyl acetate=1:3)
  5. customThe product was recrystallized from hexane-ethyl acetate

출처 및 근거

ORD 기록
ord-00bcdbf9eef048c8985e26b5df30abbc
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06352989B1

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