Water → HCID 21114633, compound

HRID 1767708Notes

Reaction equation

HRID 1767708 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-5e9f1a40f8fc4bfb81006ccb6c3f0c68
Source dataset
uspto-grants-2007_06
Patent number
US07235561B2

Reaction notes

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