4-Bromo-2-methoxy-6-methylaniline → N-(4-Bromo-2-methoxy-6-methylphenyl)-7-(2-ethyl-1-piperidinyl)-1-methyl-1H-benzimidazol-2-amine

HRID 2235562ノート

反応式

HRID 2235562 の反応式
Cl[C:2]1[N:6]([CH3:7])[C:5]2[C:8]([N:12]3[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]3[CH2:18][CH3:19])=[CH:9][CH:10]=[CH:11][C:4]=2[N:3]=1.[Br:20][C:21]1[CH:27]=[C:26]([CH3:28])[C:24]([NH2:25])=[C:23]([O:29][CH3:30])[CH:22]=1>C(OCC)(=O)C>[Br:20][C:21]1[CH:27]=[C:26]([CH3:28])[C:24]([NH:25][C:2]2[N:6]([CH3:7])[C:5]3[C:8]([N:12]4[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]4[CH2:18][CH3:19])=[CH:9][CH:10]=[CH:11][C:4]=3[N:3]=2)=[C:23]([O:29][CH3:30])[CH:22]=1

参加物

4

反応物 2

HCID 106802184-Bromo-2-methoxy-6-methylanilineHCID 685813412-Chloro-7-(2-ethyl-1-piperidinyl)-1-methyl-1H-benzimidazole

生成物 1

HCID 58896452N-(4-Bromo-2-methoxy-6-methylphenyl)-7-(2-ethyl-1-piperidinyl)-1-methyl-1H-benzimidazol-2-amine収率 30%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
110 °C

実験手順

A mixture of 2-chloro-7-(2-ethyl-1-piperidinyl)-1-methyl-1H-benzimidazole (100 mg, 0.36 mmol) and 4-bromo-2-methoxy-6-methylaniline (390 mg, 1.8 mmol) was heated at 110° C. for 12 h. The mixture was dissolved in ethyl acetate and washed with saturated sodium bicarbonate in water, dried over magnesium sulfate and concentrated under vacuum. The residue was purified by column chromatography eluting with a 15% acetone/hexanes mixture to afford 49.3 mg (30%) of the title compound.

後処理

  1. washwashed with saturated sodium bicarbonate in water
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated under vacuum
  4. customThe residue was purified by column chromatography
  5. washeluting with a 15% acetone/hexanes mixture

出典と根拠

ORDレコード
ord-83f0d8b955794d2b902f749bd4fd511e
出典データセット
uspto-grants-2010_05
特許番号
US07714009B2

反応ノート

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