Methyl iodide → Methyl5-{2-[(4-bromophenyl)amino]-1-methylbenzimidazol-5-yloxy}pyridine-3-carboxylate

HRID 13504

反応式

HRID 13504 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][CH:8]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([NH:18][CH3:19])=[C:14]([NH2:20])[CH:13]=2)[CH:10]=1)=[O:4].[Br:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]=[C:29]=S)=[CH:24][CH:23]=1.CI>CO>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][CH:8]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]3[N:18]([CH3:19])[C:29]([NH:28][C:25]4[CH:26]=[CH:27][C:22]([Br:21])=[CH:23][CH:24]=4)=[N:20][C:14]=3[CH:13]=2)[CH:10]=1)=[O:4]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 161334-Bromophenyl isothiocyanateHCID 22040511Methyl5-[3-amino-4-(methylamino)phenoxy]pyridine-3-carboxylate

生成物 1

HCID 22040538Methyl5-{2-[(4-bromophenyl)amino]-1-methylbenzimidazol-5-yloxy}pyridine-3-carboxylate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of the methyl5-[3-amino-4-(methylamino)phenoxy]pyridine-3-carboxylate (1 eq) in methanol (8 ml) was treated with 4-bromophenylisothiocyanate (1 eq) and stirred at 60° C.-65° C. for 2 hours. The reaction mixture was cooled down to room temperature and methyl iodide (1 eq) was added and stirred overnight at 60° C. The reaction was cooled down to room temperature, evaporated, taken up in ethyl acetate and washed with water and brine, dried, evaporated under reduced pressure. Column chromatography yielded methyl5-{2-[(4-bromophenyl)amino]-1-methylbenzimidazol-5-yloxy}pyridine-3-carboxylate. MS: MH+=452

後処理

  1. stirringstirred overnight at 60° C
  2. temperatureThe reaction was cooled down to room temperature
  3. customevaporated
  4. washwashed with water and brine
  5. customdried
  6. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-1b337a0935334edbab9388c479de6e9a
出典データセット
uspto-grants-2010_06
特許番号
US07728010B2

関連ノート

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