Ammonium Chloride → Tert-butyl 4-(4-amino-3-fluorophenyl)piperazine-1-carboxylate

HRID 1496963Notes

Reaction equation

HRID 1496963 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[C:16]([F:23])[CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl-].[NH4+]>C(O)C.O.[Fe]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([NH2:20])=[C:16]([F:23])[CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 2

HCID 25517Ammonium ChlorideHCID 66738172Tert-butyl 4-(3-fluoro-4-nitrophenyl)piperazine-1-carboxylate

Product 1

HCID 57652076Tert-butyl 4-(4-amino-3-fluorophenyl)piperazine-1-carboxylate

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

The compound prepared in Step 1 was dissolved in ethanol (10 ml) and water (1.0 ml), added with iron (powder, 2.0 g) and ammonium chloride (1.0 g), and stirred at 80° C. for 2 hours. Then, the resultant was filtered with celite, distilled under reduced pressure to remove the solvent. The thus obtained target compound as a white solid was used in the subsequent reaction without further purification.

Workup

  1. filtrationThen, the resultant was filtered with celite
  2. distillationdistilled under reduced pressure
  3. customto remove the solvent
  4. customThe thus obtained target compound as a white solid was used in the subsequent reaction without further purification

Sources & evidence

ORD record
ord-13cd2cec0e334b1b8fd1548f8d53dbbe
Source dataset
uspto-grants-2015_12
Patent number
US09199944B2

Reaction notes

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