Dichloromethane → HCID 178432169、化合物

HRID 991591ノート

反応式

HRID 991591 の反応式
[NH2:1][C:2]1[C:10]2[NH:9][C:8]([CH3:11])=[N:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH3:12][C:13]1[CH:27]=[C:26]([F:28])[CH:25]=[C:24]([CH3:29])[C:14]=1[CH2:15]C(Br)C1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+].C(Cl)Cl>C(#N)C.O>[CH3:12][C:13]1[CH:27]=[C:26]([F:28])[CH:25]=[C:24]([CH3:29])[C:14]=1[CH2:15][NH:1][C:2]1[C:10]2[NH:9][C:8]([CH3:11])=[N:7][C:6]=2[CH:5]=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 543193582,6-Dimethyl-4-fluoro-benzylbenzylbromideHCID 178432166HCID 178432166、化合物

生成物 1

HCID 178432169HCID 178432169、化合物収率 22.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

反応条件

温度
75 °C

実験手順

4-amino-2-methylbenzimidazole (0.6 g, 4,1 mmol) was dissolved in acetonitrile (10 ml). To the solution were added 2,6-dimethyl-4-fluoro-benzylbenzylbromide (0.89 g, 4,1 mol) and potassium carbonate (0.68 g, 4.9 mmol) and the mixture was warmed at 70-80° C. for 3 h. The reaction mixture was cooled to room temperature and methylene chloride (25 ml) and water (25 ml) was added. The organic layer was separated, dried over sodium sulfate and was evaporated under reduced pressure. The residue was crystallized twice from ethyl acetate and was purified by column chromatography on silica gel, using methylene chloride containing 10% methanol as eluent. There was obtained 0.26 g (22%) of the title compound.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customThe organic layer was separated
  3. dry with materialdried over sodium sulfate
  4. customwas evaporated under reduced pressure
  5. customThe residue was crystallized twice from ethyl acetate
  6. customwas purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-3aeb52728d2142839e0b91a3772c470f
出典データセット
uspto-grants-2002_10
特許番号
US06465505B1

反応ノート

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