Potassium Carbonate → 7-Benzyloxy-4-(2,3-dimethylindol-5-yloxy)-6-methoxyquinazoline

HRID 454157

反応式

HRID 454157 の反応式
[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13](Cl)=[N:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[O:20][CH3:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:28][C:29]1[NH:30][C:31]2[C:36]([C:37]=1[CH3:38])=[CH:35][C:34]([OH:39])=[CH:33][CH:32]=2>CN(C=O)C>[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([O:39][C:34]3[CH:35]=[C:36]4[C:31](=[CH:32][CH:33]=3)[NH:30][C:29]([CH3:28])=[C:37]4[CH3:38])=[N:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[O:20][CH3:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 106619987-(Benzyloxy)-4-chloro-6-methoxyquinazolineHCID 220307882,3-Dimethyl-1H-indol-5-ol

生成物 1

HCID 220308297-Benzyloxy-4-(2,3-dimethylindol-5-yloxy)-6-methoxyquinazoline収率 46%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

A mixture of 7-benzyloxy-4-chloro-6-methoxyquinazoline (1.5 g, 4.99 mmol), (prepared as described for the starting material in Example 1), potassium carbonate (2.07 g, 15 mmol) and 2,3-dimethyl-5-hydroxyindole (1.21 g, 7.5 mmol), (Arch. Pharm. 1972, 305, 159), in DMF (75 ml) was stirred at 100° C. for 2 hours and allowed to cool to ambient temperature. The reaction mixture was filtered and the filtrate evaporated. The solid residue was purified by silica column chromatography, eluting with 2.5% methanol in dichoromethane to give 7-benzyloxy-4-(2,3-dimethylindol-5-yloxy)-6-methoxyquinazoline (976 mg, 46%).

後処理

  1. custom(prepared
  2. temperatureto cool to ambient temperature
  3. filtrationThe reaction mixture was filtered
  4. customthe filtrate evaporated
  5. customThe solid residue was purified by silica column chromatography
  6. washeluting with 2.5% methanol in dichoromethane

出典と根拠

ORDレコード
ord-12b150cc5e25498fae6c5565cf294aaa
出典データセット
uspto-grants-2013_07
特許番号
US08492560B2

関連ノート

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