tert-Butyl 4-(3-fluoroanilino)piperidine-1-carboxylate → N-(3-fluorophenyl)piperidin-4-amine

HRID 883761노트

반응식

HRID 883761 반응식
[F:1][C:2]1[CH:3]=[C:4]([NH:8][CH:9]2[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]2)[CH:5]=[CH:6][CH:7]=1>Cl.O1CCOCC1>[F:1][C:2]1[CH:3]=[C:4]([NH:8][CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 1

HCID 23137591tert-Butyl 4-(3-fluoroanilino)piperidine-1-carboxylate

생성물 1

HCID 4778195N-(3-fluorophenyl)piperidin-4-amine수율 87.6%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 312751,4-Dioxane용매

실험 절차

A solution of 1,1-dimethylethyl 4-[(3-fluorophenyl)amino]-1-piperidinecarboxylate (D3) (2.30 g) in 2M HCl (5 ml) and 1,4-dioxane (40 ml) was heated at 70° C. with stirring overnight. On cooling, the solvent was removed in vacuo and the residue diluted with 2M NaOH solution and extracted with 9:1 EtOAc/tBuOH (×2). The organics were dried (MgSO4) and concentrated in vacuo to give the title compound as a yellow solid (1.33 g). δH (CDCl3, 250 MHz) 7.07 (1H, q), 6.33 (3H, m), 3.83 (1H, br s), 3.33 (1H, br s), 3.12 (2H, m), 2.71 (2H, m), 2.04 (2H, m), 1.30 (2H, m).

후처리

  1. temperatureOn cooling
  2. customthe solvent was removed in vacuo
  3. additionthe residue diluted with 2M NaOH solution
  4. extractionextracted with 9:1 EtOAc/tBuOH (×2)
  5. dry with materialThe organics were dried (MgSO4)
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-7d98bbe2ad5048108e8e4c5868449187
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08236953B2

반응 노트

불러오는 중…