Ammonia → HCID 21882742, compound

HRID 722065Notes

Reaction equation

HRID 722065 reaction equation
F[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:5]=[CH:4][N:3]=1.[NH3:20]>CO>[NH2:20][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 21882756HCID 21882756, compound

Product 1

HCID 21882742HCID 21882742, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.02 g of 2-fluoro-4-(2-phenylethoxy)-3-nitropyridine (starting material K3) are dissolved in 10 ml of a 5M solution of ammonia in methanol and stirred at ambient temperature for 16 hours. The solvent is distilled off and the residue is chromatographed on silica gel (dichloromethane/petroleum ether 4:1+1% triethylamine). Concentration of the pure fractions and drying in vacuo gives 1.16 g of the title compound as a yellow solid of m.p. 131–132° C. The mass spectrum shows the molecular peak MH+ at 260.0 Da.

Workup

  1. distillationThe solvent is distilled off
  2. customthe residue is chromatographed on silica gel (dichloromethane/petroleum ether 4:1+1% triethylamine)
  3. customConcentration of the pure fractions and drying in vacuo

Sources & evidence

ORD record
ord-d7df9bde40eb44d49945e164bcf72f07
Source dataset
uspto-grants-2006_11
Patent number
US07138399B2

Reaction notes

Loading…