Potassium Hydroxide → 1-(2-ethoxyethyl)-3-piperidinyl-1H-pyrrolo[2,3-b]pyridine

HRID 1437164ノート

反応式

HRID 1437164 の反応式
C(OC(N1CCC([C:12]2[C:20]3[C:15](=[N:16][CH:17]=[CH:18][CH:19]=3)[N:14]([CH2:21][CH2:22][O:23][CH2:24][CH3:25])[CH:13]=2)CC1)=O)C.[OH-].[K+]>C(O)(C)C>[CH2:24]([O:23][CH2:22][CH2:21][N:14]1[C:15]2=[N:16][CH:17]=[CH:18][CH:19]=[C:20]2[C:12]([N:16]2[CH2:17][CH2:18][CH2:19][CH2:20][CH2:15]2)=[CH:13]1)[CH3:25]

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 688938794-[1-(2-ethoxyethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-piperidine-1-carboxylic acid ethyl ester

生成物 1

HCID 688947821-(2-ethoxyethyl)-3-piperidinyl-1H-pyrrolo[2,3-b]pyridine収率 149.5%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

1.1 g (3.18 mmol) of 4-[1-(2-ethoxyethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-piperidine-1-carboxylic acid ethyl ester were added to a solution of 2.1 g (31.8 mmol) of potassium hydroxide in 30 ml of isopropanol. The mixture was refluxed for 20 hours. The solvent was distilled off and cold water was added. This solution was acidified with concentrated hydrochloric acid and then basified with 8 N aqueous sodium hydroxide solution. This aqueous solution was extracted twice with ethyl acetate. The organic phase was washed with water and brine, dried over magnesium sulphate, filtered and evaporated under reduced pressure affording 0.65 g (75% of yield) of 1-(2-ethoxyethyl)-3-piperidinyl-1H-pyrrolo[2,3-b]pyridine obtained as an oil.

後処理

  1. temperatureThe mixture was refluxed for 20 hours
  2. distillationThe solvent was distilled off
  3. additioncold water was added
  4. extractionThis aqueous solution was extracted twice with ethyl acetate
  5. washThe organic phase was washed with water and brine
  6. dry with materialdried over magnesium sulphate
  7. filtrationfiltered
  8. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-14aad1ed537d49b49c5a78d16aff7214
出典データセット
uspto-grants-2009_11
特許番号
US07622480B2

反応ノート

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