2-Chloropyrimidine → 3-[4-(Pyrimidin-2-yl)piperazin-1-yl]propane-1,2-diol

HRID 231762Notes

Reaction equation

HRID 231762 reaction equation
[OH:1][CH:2]([CH2:10][OH:11])[CH2:3][N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1.Cl[C:13]1[N:18]=[CH:17][CH:16]=[CH:15][N:14]=1>O1CCOCC1>[N:14]1[CH:15]=[CH:16][CH:17]=[N:18][C:13]=1[N:7]1[CH2:8][CH2:9][N:4]([CH2:3][CH:2]([OH:1])[CH2:10][OH:11])[CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 744042-ChloropyrimidineHCID 1110023-(Piperazin-1-yl)propane-1,2-diol

Product 1

HCID 200319993-[4-(Pyrimidin-2-yl)piperazin-1-yl]propane-1,2-diol

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Grams 3.2 of 1-(2,3-dihydroxypropyl)piperazine and 1.14 g of 2-chloropyrimidine in 50 ml dioxane were refluxed for two and a half hour. The reaction mixture was then settled and the solution evaporated to dryness. The residue obtained was extracted with hot acetone and filtered to remove all impurities. After resting 1.1 g of 3-[4-(pyrimidin-2-yl)piperazin-1-yl]propane-1,2-diol were separated, which melted at 118°-120° C.

Workup

  1. customthe solution evaporated to dryness
  2. customThe residue obtained
  3. extractionwas extracted with hot acetone
  4. filtrationfiltered
  5. customto remove all impurities
  6. customwere separated

Sources & evidence

ORD record
ord-25bdf0bbd7a74db187d6766b64822a0d
Source dataset
uspto-grants-1989_07
Patent number
US04849422

Reaction notes

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