HCID 66928654, compound → HCID 58964278, compound

HRID 1362945Notes

Reaction equation

HRID 1362945 reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[CH:20]=[C:19]([N+:21]([O-])=O)[CH:18]=[CH:17][C:8]=2[O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)=[CH:5][CH:4]=[N:3]1>C1COCC1.[Cl-].[NH4+].[Zn]>[CH3:1][N:2]1[C:6]([C:7]2[CH:20]=[C:19]([NH2:21])[CH:18]=[CH:17][C:8]=2[O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)=[CH:5][CH:4]=[N:3]1

Participants

5

Reactant 1

HCID 66928654HCID 66928654, compound

Product 1

HCID 58964278HCID 58964278, compoundYield 144.6%

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 8028TetrahydrofuranSolventHCID 25517Ammonium ChlorideSolvent

Procedure

To a solution of 2-[2-(2-methyl-2H-pyrazol-3-yl)-4-nitro-phenoxy-methyl]-pyridine (158 mg, 0.37 mmol) in THF (3 mL) and saturated ammonium chloride (1 mL) was added zinc dust (192 mg, 2.96 mmol) at 0° C. The mixture was stirred at the same temperature for 15 minutes and then filtered through celite. The solution was concentrated in vacuo to give the title compound as a solid (150 mg, 100%). Exact mass calculated for C16H16N4O 280.1. found 281.4 (H+).

Workup

  1. filtrationfiltered through celite
  2. concentrationThe solution was concentrated in vacuo

Sources & evidence

ORD record
ord-706899b7170e4e099adbb71ab0c65208
Source dataset
uspto-grants-2011_02
Patent number
US07884101B2

Reaction notes

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