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

HRID 1437164노트

반응식

HRID 1437164 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-14aad1ed537d49b49c5a78d16aff7214
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07622480B2

반응 노트

불러오는 중…