Methylamine → HCID 19436810, compound

HRID 1734999Notes

Reaction equation

HRID 1734999 reaction equation
[CH3:1][N:2]1[C:6]([O:7][C:8]2[N:9]=[N:10][CH:11]=[C:12](OC3N(C)N=C(C(F)(F)F)C=3)[CH:13]=2)=[CH:5][C:4]([C:25]([F:28])([F:27])[F:26])=[N:3]1.[CH3:29][NH2:30]>O1CCCC1>[CH3:29][NH:30][C:12]1[CH:13]=[C:8]([O:7][C:6]2[N:2]([CH3:1])[N:3]=[C:4]([C:25]([F:26])([F:27])[F:28])[CH:5]=2)[N:9]=[N:10][CH:11]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 19436806HCID 19436806, compound

Product 1

HCID 19436810HCID 19436810, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3,5-Bis[[1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]oxy]pyridazine (Compound No. 11, 1.50 g, 0.004 moles) and methylamine (3.1 mL of a 40% aqueous solution, 0.04 mole) were refluxed under N2 in tetrahydrofuran (100 mL) for 24 h. The mixture was then partitioned between ethyl acetate and water. The organic layer was dried (MgSO4), filtered and evaporated to give a crude solid which was purified by silica gel chromatography. N-Methyl-6-[[1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]oxy]-4-pyridazinamine (0.6 g, 55% yield) was obtained as a light brown solid which was recrystallized from ethyl acetate/cyclohexane.

Workup

  1. customThe mixture was then partitioned between ethyl acetate and water
  2. dry with materialThe organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. customevaporated
  5. customto give a crude solid which
  6. customwas purified by silica gel chromatography

Sources & evidence

ORD record
ord-126103107eb74ebaa33f1c78055f515c
Source dataset
uspto-grants-1996_07
Patent number
US05536701

Reaction notes

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