Potassium Carbonate → HCID 18538581, 화합물

HRID 1394322노트

반응식

HRID 1394322 반응식
[F:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][CH:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:4][CH:3]=1.Cl[CH2:16][C:17]([NH:19][C:20]1[CH:25]=[CH:24][C:23]([Cl:26])=[C:22]([Cl:27])[CH:21]=1)=[O:18].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH:7]2[CH2:8][CH2:9][N:10]([CH2:16][C:17]([NH:19][C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[C:22]([Cl:27])[CH:21]=3)=[O:18])[CH2:11][CH2:12]2)=[CH:13][CH:14]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 2347442-chloro-N-(3,4-dichlorophenyl)acetamideHCID 36998414-(4-Fluoro-benzyl)-piperidine

생성물 1

HCID 18538581HCID 18538581, 화합물수율 74.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4-(4-fluorobenzyl)piperidine (4.25 g, 22.0 mmol) in DMF (50 mL) were added 2-chloro-N-(3,4-dichlorophenyl)acetamide (Reference Example 70-1, 4.77 g, 20.0 mmol) and potassium carbonate (3.04 g, 22.0 mmol), successively, and the mixture was stirred at room temperature for 12 hours. The reaction mixture was concentrated under reduced pressure, and to the concentrate was added ethyl acetate (70 mL). The organic layer was washed with water (20 mL, 10 mL×2), saturated sodium chloride solution (10 mL), successively, dried over magnesium sulfate and concentrated under reduced pressure. To the concentrate was added a mixed solvent of diisopropyl ether/diethyl ether (2/1)(30 mL), and the resulting precipitates were collected by filtration. The precipitates were washed with diisopropyl ether (15 mL×4), and dried under reduced pressure to give the titled compound (5.90 g) as white crystals. The filtrate was concentrated. To the concentrate was added a mixed solvent of diisopropyl ether/diethyl ether (2/1)(15 mL), and the resulting precipitates were collected by filtration. The precipitates were washed with diisopropyl ether (5 mL×4), and dried under reduced pressure to give the titled compound (1.20 g) as white crystals. Yield: 7.10 g, 90%, 7.10 g, 18.0 mmol.

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionto the concentrate was added ethyl acetate (70 mL)
  3. washThe organic layer was washed with water (20 mL, 10 mL×2), saturated sodium chloride solution (10 mL)
  4. dry with materialsuccessively, dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. additionTo the concentrate was added a mixed solvent of diisopropyl ether/diethyl ether (2/1)(30 mL)
  7. customthe resulting precipitates
  8. filtrationwere collected by filtration
  9. washThe precipitates were washed with diisopropyl ether (15 mL×4)
  10. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-529fbe774894400f9610ecf09a71af57
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07348324B2

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