Hydrazine hydrate (1:1) → HCID 57507187, compound

HRID 563845Notes

Reaction equation

HRID 563845 reaction equation
Cl[C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[N:5]=[C:4]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=2)[N:3]=1.O.[NH2:27][NH2:28]>O1CCOCC1.O>[NH:27]([C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[N:5]=[C:4]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=2)[N:3]=1)[NH2:28]

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 57507186HCID 57507186, compound

Product 1

HCID 57507187HCID 57507187, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of (4-chloro-6-morpholin-4-yl-1,3,5-triazin-2-yl)-(4-trifluoromethoxyphenyl)amine (XIV) (3.0 g, 8.51 mmol) in dioxane (16 mL) was added hydrazine hydrate (2 mL) and the mixture stirred at ambient temperature for 30 min. The mixture was diluted with water and the resulting slurry stirred for 10 min and filtered under vacuum. The white precipitate was washed with copious amount of water and dried under vacuum to give (4-hydrazino-6-morpholin-4-yl-1,3,5-triazin-2-yl)-(4-trifluoromethoxyphenyl)amine (XV) (3.01 g, 95% yield): 1H NMR (CDCl3) δ 7.55 (d, J=8.4 Hz, 2H), 7.13 (d, J=8.4 Hz, 2H), 3.74-3.87 (m, 8H); ESI/MS 372 (M+H), 370 (M−H).

Workup

  1. stirringthe resulting slurry stirred for 10 min
  2. filtrationfiltered under vacuum
  3. washThe white precipitate was washed with copious amount of water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-b7ade94058a94a4a96099de4743704d9
Source dataset
uspto-grants-2011_11
Patent number
US08067588B2

Reaction notes

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