Ammonia → HCID 5137221, compound

HRID 1174580Notes

Reaction equation

HRID 1174580 reaction equation
[NH3:1].Cl[C:3]1[N:8]=[C:7]([Cl:9])[N:6]=[C:5]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[N:4]=1>O1CCOCC1>[NH2:1][C:3]1[N:8]=[C:7]([Cl:9])[N:6]=[C:5]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[N:4]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 209165s-Triazine, 2,4-dichloro-6-piperidino-

Product 1

HCID 5137221HCID 5137221, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

Ammonia was bubbled for 5 min in a solution of 2,4-dichloro-6-piperidin-1-yl-[1,3,5]triazine (500 mg, 2.15 mmol) in dry 1,4-dioxane (20 mL). The solution was heated at 70° C. for 16 h in a sealed tube. The reaction mixture was allowed to cool to room temperature, and partitioned between AcOEt and a solution of sat. NH4Cl. After separation, the organic layer was washed with water and brine, dried over anhydrous Na2SO4, filtered and concentrated to afford the title compound 221 (453 mg, 2.12 mmol, 98% yield). LRMS: [MH]+=214.1.

Workup

  1. temperatureto cool to room temperature
  2. custompartitioned between AcOEt
  3. customAfter separation
  4. washthe organic layer was washed with water and brine
  5. dry with materialdried over anhydrous Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-674fef44ddf24a9784fc8183d46afa04
Source dataset
uspto-grants-2010_11
Patent number
US07838520B2

Reaction notes

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