Water → HCID 58006553, compound

HRID 80932Notes

Reaction equation

HRID 80932 reaction equation
[CH:1]1([N:4]2[CH2:9][CH2:8][N:7]([C:10]3[N:11]=[N:12][C:13]([C:16]4[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-])=O)[CH:17]=4)=[CH:14][CH:15]=3)[CH2:6][CH2:5]2)[CH2:3][CH2:2]1.O>C(O)C.[Fe]>[CH:1]1([N:4]2[CH2:5][CH2:6][N:7]([C:10]3[N:11]=[N:12][C:13]([C:16]4[CH:17]=[C:18]([NH2:22])[CH:19]=[CH:20][CH:21]=4)=[CH:14][CH:15]=3)[CH2:8][CH2:9]2)[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 962WaterHCID 580066013-(4-Cyclopropyl-piperazin-1-yl)-6-(3-nitro-phenyl)-pyridazine

Product 1

HCID 58006553HCID 58006553, compoundYield 71.4%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A solution of 3-(4-cyclopropyl-piperazin-1-yl)-6-(3-nitro-phenyl)-pyridazine (3.60 g, 11 mmol) in ethanol (18 mL) was added to water (30 mL) and powdered Fe (1.86 g, 33 mmol). The mixture was stirred for 3 h at 80° C. The resulting mixture was filtered and the filtrate was extracted with CH2Cl2. The organic phase was washed with brine, dried (Na2SO4) and concentrated to give 2.32 g (71%) of 3-[6-(4-cyclopropyl-piperazin-1-yl)-pyridazin-3-yl]-phenylamine.

Workup

  1. filtrationThe resulting mixture was filtered
  2. extractionthe filtrate was extracted with CH2Cl2
  3. washThe organic phase was washed with brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-6898db00fc1b49ad8fb3b0b36b79c255
Source dataset
uspto-grants-2014_09
Patent number
US08846677B2

Reaction notes

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