Water → HCID 58320457, compound

HRID 1044649Notes

Reaction equation

HRID 1044649 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[N:3]=1.C([N:12](CC)CC)C.[C:17]1([N:23]2[CH2:28][CH2:27]C[CH2:25][CH2:24]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.O>CCOCC>[Cl:9][C:4]1[CH:5]=[C:6]([Cl:8])[N:7]=[C:2]([N:12]2[CH2:27][CH2:28][N:23]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:24][CH2:25]2)[N:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 200381-PhenylpiperidineHCID 773782,4,6-Trichloropyrimidine

Product 1

HCID 58320457HCID 58320457, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The synthesis method shall be explained concretely following the order below. 2,4,6-trichloropyrimidine (20 ml, 165 mmol) and triethylamine (27.7 ml) were dissolved in ether (200 ml), and phenylpiperadine (25.2 ml, 165 mmol) was added under ice cooling. After approximately 1 hour of agitation at room temperature, water was added, and extraction was carried out 2 times with ether. After washing the ether layer with saturated saline, drying was done with MgSO4, and the solvent was distilled away under reduced pressure. Purification was done by silica gel chromatography (hexane:ethyl acetate=19:1), and 17.6 g (34% yield) of 4,6-dichloro-2-(4-phenylpiperazin-1-yl)pyrimidine was obtained. NMR data for the obtained 4,6-dichloro-2-(4-phenylpiperazin-1-yl)pyrimidine is shown below.

Workup

  1. customThe synthesis method
  2. extractionextraction
  3. washAfter washing the ether layer with saturated saline
  4. customdrying
  5. distillationthe solvent was distilled away under reduced pressure
  6. customPurification

Sources & evidence

ORD record
ord-3ccf90dc4fe54b9a98ca512a67d82664
Source dataset
uspto-grants-2013_10
Patent number
US08563715B2

Reaction notes

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