HCID 59807100, compound → HCID 59807085, compound

HRID 1922511Notes

Reaction equation

HRID 1922511 reaction equation
[CH3:1][N:2]([CH2:6][CH2:7][CH2:8][N:9]1[C:18]2[C:13](=[CH:14][C:15]([N+:19]([O-])=O)=[CH:16][CH:17]=2)[CH2:12][CH2:11][CH2:10]1)[CH2:3][CH2:4][OH:5]>C(O)C.O1CCCC1.[Pd]>[NH2:19][C:15]1[CH:14]=[C:13]2[C:18](=[CH:17][CH:16]=1)[N:9]([CH2:8][CH2:7][CH2:6][N:2]([CH3:1])[CH2:3][CH2:4][OH:5])[CH2:10][CH2:11][CH2:12]2

Participants

5

Reactant 1

HCID 59807100HCID 59807100, compound

Product 1

HCID 59807085HCID 59807085, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 2-(methyl(3-(6-nitro-3,4-dihydroquinolin-1(2H)-yl)propyl)amino)ethanol (76 mg, 0.259 mmol) in ethanol (2 mL) and tetrahydrofuran (2.0 mL) was added palladium, 10 wt % on activated carbon (27.6 mg, 0.026 mmol). The reaction mixture was stirred under an atmosphere of hydrogen (balloon pressure) for 2 h. The reaction mixture was then filtered through a pad of celite (washed with methanol) and concentrated to give a dark oil. The crude product was used directly in the subsequent reaction.

Workup

  1. filtrationThe reaction mixture was then filtered through a pad of celite (washed with methanol)
  2. concentrationconcentrated
  3. customto give a dark oil

Sources & evidence

ORD record
ord-fe96ff120a9040649f29d431bc2880cd
Source dataset
uspto-grants-2012_05
Patent number
US08173813B2

Reaction notes

Loading…