N-methyl-2-pyrrolidone → N-(4-Bromo-2-methoxy-6-methylphenyl)-7-(3,5-diethyl-1H-pyrazol-1-yl)-1-methyl-1H-benzimidazol-2-amine

HRID 1698549ノート

反応式

HRID 1698549 の反応式
Cl[C:2]1[N:6]([CH3:7])[C:5]2[C:8]([N:12]3[C:16]([CH2:17][CH3:18])=[CH:15][C:14]([CH2:19][CH3:20])=[N:13]3)=[CH:9][CH:10]=[CH:11][C:4]=2[N:3]=1.[Br:21][C:22]1[CH:28]=[C:27]([CH3:29])[C:25]([NH2:26])=[C:24]([O:30][CH3:31])[CH:23]=1.CN1CCCC1=O.C(=O)([O-])O.[Na+]>C(OCC)(=O)C>[Br:21][C:22]1[CH:28]=[C:27]([CH3:29])[C:25]([NH:26][C:2]2[N:6]([CH3:7])[C:5]3[C:8]([N:12]4[C:16]([CH2:17][CH3:18])=[CH:15][C:14]([CH2:19][CH3:20])=[N:13]4)=[CH:9][CH:10]=[CH:11][C:4]=3[N:3]=2)=[C:24]([O:30][CH3:31])[CH:23]=1

参加物

6

反応物 4

HCID 13387N-methyl-2-pyrrolidoneHCID 516892Sodium BicarbonateHCID 106802184-Bromo-2-methoxy-6-methylanilineHCID 672730482-chloro-7-(3,5-diethyl-1H-pyrazol-1-yl)-1-methyl-1H-benzimidazole

生成物 1

HCID 11977537N-(4-Bromo-2-methoxy-6-methylphenyl)-7-(3,5-diethyl-1H-pyrazol-1-yl)-1-methyl-1H-benzimidazol-2-amine収率 83.3%

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 83 mg (0.287 mmol) of 2-chloro-7-(3,5-diethyl-1H-pyrazol-1-yl)-1-methyl-1H-benzimidazole, 186 mg (0.862 mmol) of 4-bromo-2-methoxy-6-methylaniline and 0.15 mL of 1-methyl-2-pyrrolidinone was stirred at 110° C. for 20 hours. After cooling, the reaction mixture was neutralized with saturated aqueous sodium hydrogen carbonate, followed by addition of ethyl acetate. The resulting crystals were collected by filtration and washed with water and ethyl acetate to give 112 mg (83%) of the title compound.

後処理

  1. temperatureAfter cooling
  2. filtrationThe resulting crystals were collected by filtration
  3. washwashed with water and ethyl acetate

出典と根拠

ORDレコード
ord-ae637b6eed7a4798a98452e447e143e3
出典データセット
uspto-grants-2012_04
特許番号
US08163935B2

反応ノート

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