Dimethylformamide → HCID 14839498, compound

HRID 2107559Notes

Reaction equation

HRID 2107559 reaction equation
BrC[CH2:3][C:4](=[O:8])[CH2:5][CH2:6][CH3:7].Cl.Cl.[N:11]1[CH:16]=[CH:15][CH:14]=[N:13][C:12]=1[N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.[CH3:23]N(C)C=O.C(=O)(O)[O-].[Na+]>C(O)C>[N:11]1[CH:16]=[CH:15][CH:14]=[N:13][C:12]=1[N:17]1[CH2:22][CH2:21][N:20]([CH2:23][CH2:7][CH2:6][CH2:5][C:4](=[O:8])[CH3:3])[CH2:19][CH2:18]1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 516892Sodium BicarbonateHCID 116802722-Piperazinylpyrimidine dihydrochlorideHCID 14974707HCID 14974707, compound

Product 1

HCID 14839498HCID 14839498, compoundYield 57.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 17.9 g of 6-bromo-4-hexanone and 23.7 g of 1-(2-pyrimidinyl)piperazine dihydrochloride in 500 ml of ethanol and 100 ml of dimethylformamide containing 42 g of sodium bicarbonate is refluxed for 12 hours. The mixture is filtered through Celite, evaporated in vacuo, and the residue chromatographed over silica gel to give 15 g of 6-[4-(2-pyrimidinyl)-1-piperazinyl]-2-hexanone; mp 44°-47° C.

Workup

  1. filtrationThe mixture is filtered through Celite
  2. customevaporated in vacuo
  3. customthe residue chromatographed over silica gel

Sources & evidence

ORD record
ord-05c6caecca2f414abb0b69addb4852f0
Source dataset
uspto-grants-1990_06
Patent number
US04935424

Reaction notes

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