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

HRID 503800Notes

Reaction equation

HRID 503800 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-0d017a7490754d5793d5dca564f939b7
Source dataset
uspto-grants-2010_08
Patent number
US07776864B2

Reaction notes

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