Dimethylamine → 5-Chloro-N,N,2-trimethyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

HRID 1915605Notes

Reaction equation

HRID 1915605 reaction equation
[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:6](Cl)[N:5]2[N:15]=[C:16]([CH3:18])[N:17]=[C:4]2[N:3]=1.[CH3:19][NH:20][CH3:21]>CN(C=O)C.O.ClCCl>[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:6]([N:20]([CH3:21])[CH3:19])[N:5]2[N:15]=[C:16]([CH3:18])[N:17]=[C:4]2[N:3]=1

Participants

6

Reactant 2

HCID 674DimethylamineHCID 866306805,7-Dichloro-2-methyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidine

Product 1

HCID 866306975-Chloro-N,N,2-trimethyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

To 500 mg 5,7-dichloro-2-methyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidine (prepared as described under example 37) in 25 ml DMF are added 0.8 ml of a dimethylamin solution (60% in water). The mixture is stirred at room temperature for 45 minutes. The reaction mixture is diluted with water and dichloromethane. The phases are separated and the water layer is extracted with dichloromethane. The combined organic layers are dried over Na2SO4 and the solvent is removed by evaporation. The residue is suspended in diethylether and stirred for 5 hours. The desired product is filtered, dried and is used without further purification for the next step.

Workup

  1. customThe phases are separated
  2. extractionthe water layer is extracted with dichloromethane
  3. dry with materialThe combined organic layers are dried over Na2SO4
  4. customthe solvent is removed by evaporation
  5. stirringstirred for 5 hours
  6. filtrationThe desired product is filtered
  7. customdried
  8. customis used without further purification for the next step

Sources & evidence

ORD record
ord-e8bc930b30a141bf9f352a5ec69708d2
Source dataset
uspto-grants-2013_12
Patent number
US08614218B2

Reaction notes

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