Potassium Carbonate → [2-Amino-6-(4-fluoro-pyrazol-1-yl)-3-nitro-pyridin-4-yl]-benzyl-carbamic acid ethyl ester

HRID 639679Notes

Reaction equation

HRID 639679 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[N:5]([C:13]1[CH:18]=[C:17](Cl)[N:16]=[C:15]([NH2:20])[C:14]=1[N+:21]([O-:23])=[O:22])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:2].[F:25][C:26]1[CH:27]=[N:28][NH:29][CH:30]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:1]([O:3][C:4](=[O:24])[N:5]([C:13]1[CH:18]=[C:17]([N:28]2[CH:27]=[C:26]([F:25])[CH:30]=[N:29]2)[N:16]=[C:15]([NH2:20])[C:14]=1[N+:21]([O-:23])=[O:22])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 1419924-fluoro-1H-pyrazoleHCID 57856589(2-Amino-6-chloro-3-nitro-pyridin-4-yl)-benzyl-carbamic acid ethyl ester

Product 1

HCID 67458523[2-Amino-6-(4-fluoro-pyrazol-1-yl)-3-nitro-pyridin-4-yl]-benzyl-carbamic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

(2-Amino-6-chloro-3-nitro-pyridin-4-yl)-benzyl-carbamic acid ethyl ester (100mg, 0.285 mmol), 4-fluoropyrazole (24.5 mg, 0.285 mmol) and potassium carbonate (118 mg 0.855 mmol) were stirred together in 5 mL of acetonitrile, under nitrogen. Heated the reaction to reflux for 3 hours and then allowed to cool to ambient temperature over night.

Workup

  1. temperatureHeated
  2. customthe reaction
  3. temperatureto reflux for 3 hours

Sources & evidence

ORD record
ord-fd1f0130ef454d7ebcb680d8aa2d4817
Source dataset
uspto-grants-2010_04
Patent number
US07691877B2

Reaction notes

Loading…