Triethylamine → HCID 14801892, compound

HRID 704895Notes

Reaction equation

HRID 704895 reaction equation
Cl.Cl.[N:3]1[CH:8]=[CH:7][CH:6]=[N:5][C:4]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.C(N(CC)CC)C.[C:22]([O:28][CH2:29][CH2:30][CH2:31]Br)(=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24]>CN(C=O)C>[N:3]1[CH:8]=[CH:7][CH:6]=[N:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:31][CH2:30][CH2:29][O:28][C:22](=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24])[CH2:11][CH2:10]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 116802722-Piperazinylpyrimidine dihydrochlorideHCID 123260393-Bromopropyl 2,2-dimethylpropanoate

Product 1

HCID 14801892HCID 14801892, compoundYield 164.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred solution of N-(2-pyrimidinyl)piperazine dihydrochloride (4.25 g, 0.0179 mol) and triethylamine (6.06 g, 0.06 mol) in DMF was added 3-bromopropyl pivalate (4.0 g, 0.0179 mol) and the solution was stirred overnight at room temperature. The solvent was evaporated and the residue dissolved in CH2Cl2. The CH2Cl2 extract was washed with water, dried (anhydrous Na2SO4) and evaporated to afford 9.0 g of crude title compound. Purification by HPLC and conversion to the dihydrochloride with ethereal HCl yielded the product, mp. 178°-180° C.

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe residue dissolved in CH2Cl2
  3. extractionThe CH2Cl2 extract
  4. washwas washed with water
  5. dry with materialdried (anhydrous Na2SO4)
  6. customevaporated

Sources & evidence

ORD record
ord-a0d49e44e65541a293c545a76f849936
Source dataset
uspto-grants-1991_01
Patent number
US04988814

Reaction notes

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