5-Pyridin-4-yl-1,2,3,4-tetrahydro-isoquinoline → 5-(Pyridin-4-yl)-3,4-dihydroisoquinoline

HRID 515768Notes

Reaction equation

HRID 515768 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:8]=2[CH2:9][CH2:10][NH:11][CH2:12]3)=[CH:3][CH:2]=1>O=[Mn]=O>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:8]=2[CH2:9][CH2:10][N:11]=[CH:12]3)=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 584164715-Pyridin-4-yl-1,2,3,4-tetrahydro-isoquinoline

Product 1

HCID 895000175-(Pyridin-4-yl)-3,4-dihydroisoquinolineYield 80%

Reagents, catalysts & solvents 1

HCID 14801Manganese dioxideCatalyst

Procedure

Intermediate 17B was oxidized using MnO2. After 24 h, the reaction was filtered through Celite® and concentrated to afford 75 mg (80%) of Intermediate 17 as yellow oil. MS (ESI) m/z: 209.1 (M+H)+.

Workup

  1. filtrationthe reaction was filtered through Celite®
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-54bd3cbf9da24179bd49c34162bcd1dd
Source dataset
uspto-grants-2015_08
Patent number
US09108951B2

Reaction notes

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