5-bromo-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole → 5-bromo-3-(1-methylpiperidin-4-yl)-1H-indole

HRID 277996노트

반응식

HRID 277996 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[C:11]1[CH2:12][CH2:13][N:14]([CH3:17])[CH2:15][CH:16]=1.[H][H]>O1CCCC1.[Pt]=O>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:11]1[CH2:12][CH2:13][N:14]([CH3:17])[CH2:15][CH2:16]1

참가 물질

5

반응물 2

HCID 149732085-bromo-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indoleHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 157453445-bromo-3-(1-methylpiperidin-4-yl)-1H-indole수율 73.7%

시약·촉매·용매 2

HCID 82844Platinum oxide (PtO)촉매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 5-bromo-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole (44.6 g, 153 mmol) in 1.95 L tetrahydrofuran was added 9.0 gm platinum oxide. The reaction mixture was hydrogenated with an initial hydrogen pressure of 60 p.s.i. at ambient temperature for 24 hours. The reaction mixture was filtered and the filtrate concentrated under reduced pressure. The residue was recrystallized from acetonitrile to give 32.6 gm (73.7%) of the title compound as a white solid. MS(m/e): 293(M+). EA calculated for C14H17N2Br: C, 57.32; H, 5.96; N, 9.69. Found: C, 57.35; H, 5.84; N, 9.55.

후처리

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate concentrated under reduced pressure
  3. customThe residue was recrystallized from acetonitrile

출처 및 근거

ORD 기록
ord-d0670eca38e348ab870950efc55e6ade
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06358972B1

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