3-(Piperazin-1-yl)propane-1,2-diol → HCID 53919102, compound

HRID 231773Notes

Reaction equation

HRID 231773 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.[CH2:12]([O:14][C:15]([C:17]1[CH:22]=[CH:21][N:20]=[N:19][C:18]=1Cl)=[O:16])[CH3:13]>O1CCOCC1>[CH2:12]([O:14][C:15]([C:17]1[CH:22]=[CH:21][N:20]=[N:19][C:18]=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)=[O:16])[CH3:13]

Participants

4

Reactant 2

HCID 1110023-(Piperazin-1-yl)propane-1,2-diolHCID 14542887Ethyl 3-chloropyridazine-4-carboxylate

Product 1

HCID 53919102HCID 53919102, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Grams 10.2 of 1-(2,3-dihydroxypropyl)piperazine and 5.9 g of 3-chloropyridazine-4-carboxylic acid ethyl ester in 100 ml dioxane were refluxed for one hour. Then it was settled, the solvent evaporated till dryness, and the residue dissolved in chloroform and washed with a small amount of water. The organic phase was made anhydrous, evaporated to dryness and the residue, purified on a column eluting with chloroform:methanol (9:1), gave 2.4 g of 3-[4-(2,3-dihydroxypropyl)piperazin-1-yl]pyridazine-4-carboxylic acid ethyl ester as an oil.

Workup

  1. customthe solvent evaporated till dryness
  2. dissolutionthe residue dissolved in chloroform
  3. washwashed with a small amount of water
  4. customevaporated to dryness
  5. customthe residue, purified on a column
  6. washeluting with chloroform:methanol (9:1)

Sources & evidence

ORD record
ord-7010d4b1e0674f76814e94d9b2c9846a
Source dataset
uspto-grants-1989_07
Patent number
US04849422

Reaction notes

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