Potassium Carbonate → HCID 391850, compound

HRID 371453Notes

Reaction equation

HRID 371453 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([NH2:8])[N:5]=[C:4]([NH2:9])[C:3]=1[N:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1.F[C:17]1[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[C:21]([C:20]1[CH:23]=[CH:24][C:17]([N:13]2[CH2:14][CH2:15][N:10]([C:3]3[C:4]([NH2:9])=[N:5][C:6]([NH2:8])=[N:7][C:2]=3[CH3:1])[CH2:11][CH2:12]2)=[CH:18][CH:19]=1)#[N:22]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 145174-FluorobenzonitrileHCID 391852HCID 391852, compound

Product 1

HCID 391850HCID 391850, compoundYield 83.8%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A mixture of 12.5 g (0.060 mole of 6-methyl-5-(1-piperazinyl)-2,4-pyrimidinediamine, 7.27 g (0.060 mole) of 4-fluorobenzonitrile, and 8.28 g (0.060 mole) of potassium carbonate was heated at 100° C. for two hours in 100 ml of dimethylsulfoxide. The mixture was then cooled and poured into 500 ml of ice water. The solid which separated was triturated with hot dimethylsulfoxide and then dried in vacuo overnight at 67° C. to give 15.56 g of the product as a white solid, mp>310° C.

Workup

  1. temperatureThe mixture was then cooled
  2. customThe solid which separated
  3. customwas triturated with hot dimethylsulfoxide
  4. customdried in vacuo overnight at 67° C.

Sources & evidence

ORD record
ord-5103a2d5f8284f049d8f4870efb9cda1
Source dataset
uspto-grants-1985_07
Patent number
US04532240

Reaction notes

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