Ammonia → HCID 18676115, compound

HRID 1635486Notes

Reaction equation

HRID 1635486 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=3)=[C:11]([C:19]([O:21]C)=O)[CH:10]=[N:9]2)=[CH:4][CH:3]=1.[NH3:23]>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=3)=[C:11]([C:19]([NH2:23])=[O:21])[CH:10]=[N:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 18676093HCID 18676093, compound

Product 1

HCID 18676115HCID 18676115, compoundYield 15%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

A solution of methyl 1-(4-fluorophenyl)-5-(4-pyridinyl)-1H-pyrazole-4-carboxylate (0.9 g, 0.003 mol) in 10 mL of methanol in a sealed tube treated with excess liquid ammonia at low temperature. Then the reaction mixture was heated at 80° C. for 48 hours. Solvent was removed and the residue was triturated with ethyl acetate to give 0.13 g of product as a yellow solid (15% yield), mp 215-216° C.; Anal. Calcd. For C15H11FN4O: C, 63.38; H, 3.93; N, 19.85. Found: C, 63.21; H, 3.98; N, 19.37.

Workup

  1. customSolvent was removed
  2. customthe residue was triturated with ethyl acetate

Sources & evidence

ORD record
ord-6b74079a009843a1952d531720cd8359
Source dataset
uspto-grants-2003_01
Patent number
US06509361B1

Reaction notes

Loading…