2-Amino-1-[4-(3,4-dichlorophenoxy)-piperidine-1-yl]-3-methyl-butan-1-one → 1-[4-(3,4-Dichlorophenoxy)-piperidin-1-ylmethyl]-2-methyl-propylamine

HRID 496883노트

반응식

HRID 496883 반응식
[NH2:1][CH:2]([CH:20]([CH3:22])[CH3:21])[C:3]([N:5]1[CH2:10][CH2:9][CH:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=2)[CH2:7][CH2:6]1)=O>C1COCC1>[Cl:19][C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][C:15]=1[Cl:18])[O:11][CH:8]1[CH2:7][CH2:6][N:5]([CH2:3][CH:2]([NH2:1])[CH:20]([CH3:21])[CH3:22])[CH2:10][CH2:9]1

참가 물질

3

반응물 1

HCID 223224522-Amino-1-[4-(3,4-dichlorophenoxy)-piperidine-1-yl]-3-methyl-butan-1-one

생성물 1

HCID 537589381-[4-(3,4-Dichlorophenoxy)-piperidin-1-ylmethyl]-2-methyl-propylamine수율 91.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
70 °C

실험 절차

The product of step (ii) (1.12 g) was dissolved in THF (10 ml) and Borane/THF complex (22.7 ml) added. The mixture was heated under reflux for 2 hours and cooled. The solvent was evaporated, the product dissolved in methanol (5 ml) and 50% aqueous HCl solution added. The mixture was heated to 70° C. for 1 hour and cooled to room temperature. The solvent was removed, ethyl acetate and 2N aqueous NaOH solution were added to give pH 9.0. The organic phase was separated and the solvent evaporated to give the sub-titled compound as an oil (0.98 g) which used without further purification.

후처리

  1. additionBorane/THF complex (22.7 ml) added
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 2 hours
  4. temperaturecooled
  5. customThe solvent was evaporated
  6. dissolutionthe product dissolved in methanol (5 ml)
  7. addition50% aqueous HCl solution added
  8. temperaturecooled to room temperature
  9. customThe solvent was removed
  10. additionethyl acetate and 2N aqueous NaOH solution were added
  11. customto give pH 9.0
  12. customThe organic phase was separated
  13. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-3ca421c901c242289dc465b17f7c8c6f
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06946478B2

반응 노트

불러오는 중…