Potassium Carbonate → HCID 13478347, compound

HRID 371461Notes

Reaction equation

HRID 371461 reaction equation
[CH2:1]([C:3]1[N:8]=[C:7]([NH2:9])[N:6]=[C:5]([NH2:10])[C:4]=1[N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)[CH3:2].F[C:18]1[CH:25]=[CH:24][C:21]([C:22]#[N:23])=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[C:22]([C:21]1[CH:24]=[CH:25][C:18]([N:14]2[CH2:13][CH2:12][N:11]([C:4]3[C:5]([NH2:10])=[N:6][C:7]([NH2:9])=[N:8][C:3]=3[CH2:1][CH3:2])[CH2:16][CH2:15]2)=[CH:19][CH:20]=1)#[N:23]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 145174-FluorobenzonitrileHCID 13478332HCID 13478332, compound

Product 1

HCID 13478347HCID 13478347, compoundYield 68.3%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 2.2 g (0.010 mole) of 6-ethyl-5-(1-piperazinyl)-2,4-pyrimidinediamine, 1.33 g (0.011 mole) of a 4-fluorobenzonitrile and 1.52 g (0.011 mole) of potassium carbonate in 20 ml of dimethyl sulfoxide was heated under reflux at 140° C. for two hours. The reaction mixture was cooled and poured into 100 ml of ice water. The solid was collected and recrystallized from N,N dimethyl formamide to give 2.21 g of the product as a white solid, mp>310° C.

Workup

  1. temperaturewas heated
  2. temperatureThe reaction mixture was cooled
  3. customThe solid was collected
  4. customrecrystallized from N,N dimethyl formamide

Sources & evidence

ORD record
ord-3ebf1ce70c77442a8df86fe4d3a420e6
Source dataset
uspto-grants-1985_07
Patent number
US04532240

Reaction notes

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