2-Chlorobenzimidazole → N-(4-(3-methylpyridin-2-yloxy)phenyl)-1H-benzo[d]imidazol-2-amine

HRID 410182ノート

反応式

HRID 410182 の反応式
[CH3:1][C:2]1[C:3]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)=[N:4][CH:5]=[CH:6][CH:7]=1.Cl[C:17]1[NH:18][C:19]2[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=2[N:21]=1>CC(O)C>[CH3:1][C:2]1[C:3]([O:8][C:9]2[CH:10]=[CH:11][C:12]([NH:15][C:17]3[NH:21][C:20]4[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=4[N:18]=3)=[CH:13][CH:14]=2)=[N:4][CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 785722-ChlorobenzimidazoleHCID 593268084-[(3-methyl-2-pyridinyl)oxy]Benzenamine

生成物 1

HCID 59327050N-(4-(3-methylpyridin-2-yloxy)phenyl)-1H-benzo[d]imidazol-2-amine

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
170 °C

実験手順

A mixture of 4-(3-methylpyridin-2-yloxy)benzenamine (1.00 g, 4.99 mmol) and 2-chlorobenzimidazole (0.860 g, 5.64 mmol) in 10 mL of iPrOH was heated at 170° C. for 30 min in the microwave. The reaction mixture was evaporated onto silica gel. Purification by flash chromatography (2M NH3 in MeOH:CH2Cl2) afforded N-(4-(3-methylpyridin-2-yloxy)phenyl)-1H-benzo[d]imidazol-2-amine as solid. MS (ESI, pos. ion) m/z: 317.1 (M+1). IC50 (uM) ++++.

後処理

  1. customThe reaction mixture was evaporated onto silica gel
  2. customPurification by flash chromatography (2M NH3 in MeOH:CH2Cl2)

出典と根拠

ORDレコード
ord-739bd55979864d75a23d6495f47030de
出典データセット
uspto-grants-2014_06
特許番号
US08759532B2

反応ノート

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