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

HRID 275733ノート

反応式

HRID 275733 の反応式
[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

参加物

7

反応物 4

HCID 702EthanolHCID 8471TriethylamineHCID 12150401HCID 12150401、化合物HCID 178418361HCID 178418361、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-00bcdbf9eef048c8985e26b5df30abbc
出典データセット
uspto-grants-2002_03
特許番号
US06352989B1

反応ノート

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