Potassium Carbonate → HCID 21097257, 화합물

HRID 1350729노트

반응식

HRID 1350729 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.I.[CH3:15][NH:16][C:17](=[NH:20])SC.Br[C:22](=[CH:25][O:26]C(C)C)[CH:23]=O.C([O-])([O-])=O.[K+].[K+].C1OCCOCCOCCOCCOCCOC1>CC#N>[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:17]2[N:16]([CH3:15])[C:22]([CH:25]=[O:26])=[CH:23][N:20]=2)[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

7

반응물 5

HCID 11430Potassium CarbonateHCID 2855718-Crown-6HCID 759941-BenzylpiperazineHCID 534166342-Bromo-3-isopropoxy-propenalHCID 178485204HCID 178485204, 화합물

생성물 1

HCID 21097257HCID 21097257, 화합물수율 17.6%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To 15 mL of MeCN was added 880 mg (4.99 mmol) of N-benzyl-piperazine and 1.16 g (5.00 mmol) of 1,2-dimethyl-isothiourea hydroiodide. The mixture was heated at reflux overnight. Then, 970 mg (5.02 mmol) of 2-bromo-3-isopropoxy-propenal and 2.07 g (15.0 mmol) of K2CO3, and 250 mg of 18-crown-6 were added and the mixture was heated to reflux overnight. The mixture was cooled, concentrated, and dissolved in EtOAc with a small amount of water to dissolve salts. The aqueous phase was extracted twice with EtOAc, and the combined the organics were washed with water and brine, dried over MgSO4, concentrated, and chromatographed to provide 250 mg of 2-(4-benzyl-piperazin-1-yl)-3-methyl-3H-imidazole-4-carbaldehyde and 2-(4-benzyl-piperazin-1-yl)-1-methyl-1H-imidazole-4-carbaldehyde as a 1:1 mixture of isomers.

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux overnight
  3. temperaturethe mixture was heated
  4. temperatureto reflux overnight
  5. temperatureThe mixture was cooled
  6. concentrationconcentrated
  7. dissolutiondissolved in EtOAc with a small amount of water
  8. dissolutionto dissolve salts
  9. extractionThe aqueous phase was extracted twice with EtOAc
  10. washorganics were washed with water and brine
  11. dry with materialdried over MgSO4
  12. concentrationconcentrated
  13. customchromatographed

출처 및 근거

ORD 기록
ord-2dc4b27c706943cd9ed02134bd73a6c3
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07214802B2

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