7-nitro-3-(1H-pyrazol-1-yl)quinoline → 3-(1H-pyrazol-1-yl)quinolin-7-amine

HRID 340474Notes

Reaction equation

HRID 340474 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[C:9]([N:14]3[CH:18]=[CH:17][CH:16]=[N:15]3)[CH:10]=[N:11]2)=[CH:6][CH:5]=1)([O-])=O>[Pd].CO>[N:14]1([C:9]2[CH:10]=[N:11][C:12]3[C:7]([CH:8]=2)=[CH:6][CH:5]=[C:4]([NH2:1])[CH:13]=3)[CH:18]=[CH:17][CH:16]=[N:15]1

Participants

4

Reactant 1

HCID 686188247-nitro-3-(1H-pyrazol-1-yl)quinoline

Product 1

HCID 866838633-(1H-pyrazol-1-yl)quinolin-7-amineYield 63.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A methanol (10 ml) solution containing 7-nitro-3-(1H-pyrazol-1-yl)quinoline (36 mg) was prepared and subjected to a hydrogenation reaction (80° C.; 50 bar; flow rate: 1 ml/min; 10% Pd/C) using H-cube™. Thereafter, the solvent was distilled away under reduced pressure, and a purple solid of 3-(1H-pyrazol-1-yl)quinolin-7-amine (20 mg) was thus obtained.

Workup

  1. customwas prepared
  2. distillationThereafter, the solvent was distilled away under reduced pressure

Sources & evidence

ORD record
ord-0ea0fd17a6bc4c6eb3e0e5ff5de7e47a
Source dataset
uspto-grants-2014_11
Patent number
US08895585B2

Reaction notes

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