2-[N-[3-(4-Nitrophenoxy)propyl]methylamino methyl]quinoxaline → 2-[N-[3-(4-Aminophenoxy)propyl]methylamino methyl]quinoxaline

HRID 1091086Notes

Reaction equation

HRID 1091086 reaction equation
[N+:1]([C:4]1[CH:26]=[CH:25][C:7]([O:8][CH2:9][CH2:10][CH2:11][N:12]([CH2:14][C:15]2[CH:24]=[N:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]=2)[CH3:13])=[CH:6][CH:5]=1)([O-])=O>C(O)C.O=[Pt]=O>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH2:9][CH2:10][CH2:11][N:12]([CH2:14][C:15]2[CH:24]=[N:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]=2)[CH3:13])=[CH:25][CH:26]=1

Participants

4

Reactant 1

HCID 156758912-[N-[3-(4-Nitrophenoxy)propyl]methylamino methyl]quinoxaline

Product 1

HCID 156758922-[N-[3-(4-Aminophenoxy)propyl]methylamino methyl]quinoxalineYield 74%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

A mixture of 2-[N-[3-(4-nitrophenoxy)propyl]methylamino methyl]quinoxaline (1.75 g, 4.97 mmol) and PtO2 (0.14 g, 0.62 mmol) in ethanol (170 mL) was charged with 1 atmosphere H2 (g). After 30 minutes, the mixture was filtered through solka floc and concentrated to afford crude product which was purified by HPLC to yield 1.18 g (74%) of a yellow oil.

Workup

  1. additionwas charged with 1 atmosphere H2 (g)
  2. filtrationthe mixture was filtered through solka floc
  3. concentrationconcentrated
  4. customto afford crude product which
  5. customwas purified by HPLC

Sources & evidence

ORD record
ord-bc9730f8b7ea46dabd7e777afa25b717
Source dataset
uspto-grants-1992_01
Patent number
US05084463

Reaction notes

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