Water → HCID 57786269, 화합물

HRID 1628944노트

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HRID 1628944 반응식
[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

참가 물질

5

반응물 4

HCID 962WaterHCID 8028Tetrahydrofuran2회HCID 57786058HCID 57786058, 화합물HCID 178418630HCID 178418630, 화합물

생성물 1

HCID 57786269HCID 57786269, 화합물수율 57%

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온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5841cf1739d74f24bcf946c673719131
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785460B2

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