Water → HCID 21114633, compound

HRID 1817183Notes

Reaction equation

HRID 1817183 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([F:9])=[CH:4][N:3]=1.C(N(CC)CC)C.[C:17]([NH2:20])#[C:18][CH3:19].O>C(#N)C>[Cl:1][C:2]1[N:7]=[C:6]([NH:20][CH2:17][C:18]#[CH:19])[C:5]([F:9])=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 171402450-71-7HCID 2507052,4-Dichloro-5-fluoropyrimidine

Product 1

HCID 21114633HCID 21114633, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

11.1 g (66 mmol) of 2,4-dichloro-5-fluoropyrimidine is dissolved in 60 ml of acetonitrile, and 10.2 ml (73 mmol) of triethylamine and 6.0 ml (86 mmol) of propynylamine are added. The reaction mixture is stirred overnight at room temperature and then poured into water. The mixture is extracted by means of ethyl acetate, the combined organic phases are dried on MgSO2, and the solvent is evaporated by means of underpressure. After the remaining material is recrystallized with diisopropyl ether/hexane, the yield is 10.6 g (87% of theory) of the product.

Workup

  1. extractionThe mixture is extracted by means of ethyl acetate
  2. customthe combined organic phases are dried on MgSO2
  3. customthe solvent is evaporated by means of underpressure
  4. customAfter the remaining material is recrystallized with diisopropyl ether/hexane

Sources & evidence

ORD record
ord-bd6bdb235b7b43f09b4b6256ad72f9ad
Source dataset
uspto-grants-2009_10
Patent number
US07598260B2

Reaction notes

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