Water → HCID 57786269、化合物

HRID 1628944ノート

反応式

HRID 1628944 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:22](OC)=[O:23])=[C:6]2[C:10]=1[N:9]=[C:8]1[N:11]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=3[Cl:21])[CH2:12][CH2:13][N:7]21.[CH:26]1([Mg]Br)[CH2:28][CH2:27]1.O.O1[CH2:36][CH2:35][CH2:34]C1>>[Cl:1][C:2]1[C:10]2[N:9]=[C:8]3[N:11]([C:14]4[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=4[Cl:21])[CH2:12][CH2:13][N:7]3[C:6]=2[C:5]([C:22]([CH:34]2[CH2:35][CH2:36]2)([CH:26]2[CH2:28][CH2:27]2)[OH:23])=[CH:4][CH:3]=1

参加物

5

反応物 4

HCID 962WaterHCID 8028Tetrahydrofuran2 回HCID 57786058HCID 57786058、化合物HCID 178418630HCID 178418630、化合物

生成物 1

HCID 57786269HCID 57786269、化合物収率 57%

反応条件

温度
60 °C

実験手順

To a solution of methyl 8-chloro-1-(2,4-dichlorophenyl)-2,3-dihydro-1H-imidazo[1,2-a]benzimidazole-5-carboxylate (100 mg, 0.25 mmol) in tetrahydrofuran (2.5 mL) was added a solution of cyclopropyl magnesium bromide in tetrahydrofuran (1.0 M, 1.5 mL, 1.5 mmol) at 0° C. The mixture was stirred at 60° C. for 1.5 hr. Water was added to the reaction mixture at room temperature and the mixture was extracted with ethyl acetate. Organic layer was washed with brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was passed through the silica gel pad eluting with ethyl acetate and recrystallized from ethyl acetate to give the title compound (64.4 mg, 0.144 mmol, 57%) as colorless crystals.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washOrganic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. washeluting with ethyl acetate
  6. customrecrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-5841cf1739d74f24bcf946c673719131
出典データセット
uspto-grants-2014_07
特許番号
US08785460B2

反応ノート

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