Dichloromethane → HCID 178432169, 화합물

HRID 991591노트

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HRID 991591 반응식
[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

참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 543193582,6-Dimethyl-4-fluoro-benzylbenzylbromideHCID 178432166HCID 178432166, 화합물

생성물 1

HCID 178432169HCID 178432169, 화합물수율 22.4%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

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온도
75 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3aeb52728d2142839e0b91a3772c470f
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06465505B1

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