Potassium Carbonate → 2-[4-(Phenylethynyl)piperidin-1-yl]ethanamine

HRID 1444549ノート

反応式

HRID 1444549 の反応式
[C:1]1([C:7]#[C:8][CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.BrCCC1C=CC=[C:20]2[C:21]([NH:23]C(=O)C=12)=O.C([O-])([O-])=O.[K+].[K+]>C(#N)C.C(OCC)(=O)C>[C:1]1([C:7]#[C:8][CH:9]2[CH2:10][CH2:11][N:12]([CH2:20][CH2:21][NH2:23])[CH2:13][CH2:14]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 179869654-(Phenylethynyl)piperidineHCID 219600212-Bromoethylphthalimide

生成物 1

HCID 179869542-[4-(Phenylethynyl)piperidin-1-yl]ethanamine

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

4-(Phenylethynyl)piperidine (0.5 mmol, 92 mg) was dissolved in acetonitrile (anhydrous 4 Å, 4 mL) together with bromoethylphtalimide (0.5 mmol, 128 mg) and K2CO3 (2 mmol, 276 mg). The reaction mixture was heated to reflux for 3 hours, diluted with ethyl acetate (50 mL) and washed with HCl/aq (1M, 50 mL). The organic phase was dried over Na2SO4, filtered and evaporated to dryness. The protection group was removed by stirring the compound in methylamine (33% in ethanol, 5 mL) for another 3 hours. The mixture was evaporated, diluted with ethyl acetate (50 mL) and washed with NaOH (1M, 50 mL). The organic phase was dried over Na2SO4, filtered and evaporated to dryness. The crude product was used without further purification.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 3 hours
  3. washwashed with HCl/aq (1M, 50 mL)
  4. dry with materialThe organic phase was dried over Na2SO4
  5. filtrationfiltered
  6. customevaporated to dryness
  7. customThe protection group was removed
  8. customThe mixture was evaporated
  9. additiondiluted with ethyl acetate (50 mL)
  10. washwashed with NaOH (1M, 50 mL)
  11. dry with materialThe organic phase was dried over Na2SO4
  12. filtrationfiltered
  13. customevaporated to dryness
  14. customThe crude product was used without further purification

出典と根拠

ORDレコード
ord-7ffb9968e0db4296bc25c2cbc40fdae0
出典データセット
uspto-grants-2010_02
特許番号
US07662845B2

反応ノート

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