Hydrochloric Acid → HCID 57786214、化合物

HRID 1399360ノート

反応式

HRID 1399360 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([C:11]1[N:15]([CH2:16][CH2:17][NH:18]C(=O)OC(C)(C)C)[C:14]2[C:26]([N:30]([CH2:33][CH3:34])[CH2:31][CH3:32])=[CH:27][CH:28]=[CH:29][C:13]=2[N:12]=1)=O.Cl>CO.C(=O)([O-])O.[Na+]>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:11]2=[N:12][C:13]3[C:14](=[C:26]([N:30]([CH2:33][CH3:34])[CH2:31][CH3:32])[CH:27]=[CH:28][CH:29]=3)[N:15]2[CH2:16][CH2:17][N:18]=1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 86632923HCID 86632923、化合物

生成物 1

HCID 57786214HCID 57786214、化合物収率 85.3%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
50 °C

実験手順

A mixture of tert-butyl (2-{2-[(2,4-dichlorophenyl)carbonyl]-7-(diethylamino)-1H-benzimidazol-1-yl}ethyl)carbamate (Reference example 224, 395 mg, 0.781 mmol) and hydrochloric acid (10%, methanol solution, 2 mL) in methanol (2 mL) was stirred at room temperature for 14 h and at 50° C. for 2 h. The mixture was diluted with aqueous sodium hydrogen carbonate and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with a 10-30% ethyl acetate/n-hexane gradient mixture to give a yellow amorphous solid (258 mg, 0.666 mmol, 85%).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe combined organic layer was washed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by column chromatography on silica gel eluting with a 10-30% ethyl acetate/n-hexane gradient mixture

出典と根拠

ORDレコード
ord-04b01da460694158b1a2ef9115c78127
出典データセット
uspto-grants-2014_12
特許番号
US08901141B2

反応ノート

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