Methyl N-methylindole-6-carboxylate → HCID 54440772、化合物

HRID 1655052ノート

反応式

HRID 1655052 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:13]=[C:12]2[C:8]([CH:9]=[CH:10][N:11]2[CH3:14])=[CH:7][CH:6]=1)=[O:4].[N:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][C:16]=1[CH2:25][O:26][C:27]1[CH:34]=[CH:33][C:30]([CH2:31]Cl)=[CH:29][CH:28]=1>O1CCOCC1.[Ag]=O>[CH3:1][O:2][C:3]([C:5]1[CH:13]=[C:12]2[C:8]([C:9]([CH2:31][C:30]3[CH:29]=[CH:28][C:27]([O:26][CH2:25][C:16]4[CH:17]=[CH:18][C:19]5[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=5)[N:15]=4)=[CH:34][CH:33]=3)=[CH:10][N:11]2[CH3:14])=[CH:7][CH:6]=1)=[O:4]

参加物

5

反応物 2

HCID 639843Methyl N-methylindole-6-carboxylateHCID 147741632-(4-Chloromethylphenoxy)methylquinoline

生成物 1

HCID 54440772HCID 54440772、化合物

試薬・触媒・溶媒 2

HCID 92152Silver(II) oxide触媒HCID 312751,4-Dioxane溶媒

反応条件

温度
70 °C

実験手順

To a stirred solution of 1-methylindole-6-carboxylic acid methyl ester (Example 10, part i) (1.5 g) and 4-(quinolin-2-ylmethoxy)benzyl chloride (2.43 g) in dioxan (15 ml), silver oxide (2 g) was added and the suspension heated at 70° C. overnight. The solvent was removed in vacuo, the residue ultrasonicated with ethylacetate and insoluble material removed by filtration through celite. The filtrate was evaporated to dryness and the residue purified by chromatography on flash silica, eluting with petroleum spirit 40°-60° C./diethyl ether (1:1) to give the product as a white solid. A small quantity was crystallised from petroleum spirit 40°-60° C./diethyl ether (1:1).

後処理

  1. customThe solvent was removed in vacuo
  2. customthe residue ultrasonicated with ethylacetate and insoluble material
  3. customremoved by filtration through celite
  4. customThe filtrate was evaporated to dryness
  5. customthe residue purified by chromatography on flash silica
  6. washeluting with petroleum spirit 40°-60° C./diethyl ether (1:1)

出典と根拠

ORDレコード
ord-c47c8ba217624351af2e802d8d1a3195
出典データセット
uspto-grants-1995_04
特許番号
US05410061

反応ノート

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