Triethylamine → HCID 53742305, compound

HRID 1195435Notes

Reaction equation

HRID 1195435 reaction equation
[NH2:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.[F:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH2:13][NH2:14].C(N(CC)CC)C>C(O)CCC>[NH2:1][C:2]1[C:3]([NH:14][CH2:13][C:12]2[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=2[F:10])=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 666492-FluorobenzylamineHCID 2577975-Amino-2,4-dichloropyrimidine

Product 1

HCID 53742305HCID 53742305, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 0.5 g (3.1 mmol) of 5-amino-2,4-dichloropyrimidine [D. T. Hurst, Heterocycl. 22, 79 (1984)], 0.35 ml (3.1 mmol) of 2-fluorobenzylamine and 0.46 ml (3.4 mmol) of triethylamine in 8 ml of 1-butanol is heated under reflux for 24 hours. The reaction mixture is then cooled to 0°. The resulting beige-coloured suspension is filtered with suction and the filter cake is washed with cyclohexane and suspended in water for 30 minutes at room temperature with stirring. The suspension is again filtered with suction and the filter cake is dried under a high vacuum at 100° over tetraphosphorus decaoxide. In this manner 5-amino-2-chloro-4-[N-(2-fluorobenzyl)amino]-pyrimidine is obtained in the form of beige-coloured crystals having a melting range of from 224° to 225°.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 24 hours
  3. temperatureThe reaction mixture is then cooled to 0°
  4. filtrationThe resulting beige-coloured suspension is filtered with suction
  5. washthe filter cake is washed with cyclohexane
  6. filtrationThe suspension is again filtered with suction
  7. dry with materialthe filter cake is dried under a high vacuum at 100° over tetraphosphorus decaoxide

Sources & evidence

ORD record
ord-da1181527b12482282af5f93fd4c4744
Source dataset
uspto-grants-1992_05
Patent number
US05110818

Reaction notes

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