Water → HCID 21114633, compound

HRID 1591665Notes

Reaction equation

HRID 1591665 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-650ca830d5bc446b91534912bd08a48c
Source dataset
uspto-grants-2007_11
Patent number
US07291624B2

Reaction notes

Loading…