3,5-Dimethyl-1H-pyrazole-1-carboxamidine mononitrate → HCID 178512799, compound

HRID 1534837Notes

Reaction equation

HRID 1534837 reaction equation
FC(F)(F)C(O)=O.[NH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]/[CH:14]=[CH:15]/[C:16]([OH:18])=[O:17].[N+]([O-])(O)=O.CC1C=C(C)[N:26]([C:30](N)=[NH:31])N=1>O1CCOCC1.O.C(N(CC)C(C)C)(C)C>[NH:8]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]/[CH:14]=[CH:15]/[C:16]([OH:18])=[O:17])[C:30]([NH2:31])=[NH:26]

Participants

6

Reactant 2

HCID 1981863,5-Dimethyl-1H-pyrazole-1-carboxamidine mononitrateHCID 867449568-Amino-2E-octenoic acid trifluoroacetate salt

Product 1

HCID 178512799HCID 178512799, compoundYield 84.3%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 312751,4-DioxaneSolventHCID 81531DiisopropylethylamineSolvent

Procedure

A suspension of 21 g (77.4 mmoles) of (10) and 31.1 g (155 mmoles) 3,5-dimethylpyrazole-1-carboxamidine nitrate in 50 mL dioxane, 2 mL water and 47.2 mL N,N-diisopropylethylamine was warmed on a steam bath until a clear solution was obtained. After stirring 20 h at room temperature, the solid was filtered and washed well with water to provide 13 g of crude title compound (11).

Workup

  1. temperaturewas warmed on a steam bath until a clear solution
  2. customwas obtained
  3. filtrationthe solid was filtered
  4. washwashed well with water

Sources & evidence

ORD record
ord-64f5f722559e4d23815fdf704a89bbce
Source dataset
uspto-grants-1992_02
Patent number
US05091396

Reaction notes

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