Triethylamine → HCID 21919375, compound

HRID 1392152Notes

Reaction equation

HRID 1392152 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.Cl.[S:10]([N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)([CH3:13])(=[O:12])=[O:11].C(N(CC)CC)C>C(O)C>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([N:17]2[CH2:18][CH2:19][N:14]([S:10]([CH3:13])(=[O:12])=[O:11])[CH2:15][CH2:16]2)[CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 709434,6-DichloropyrimidineHCID 162656121-Methanesulfonylpiperazine hydrochloride

Product 1

HCID 21919375HCID 21919375, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4,6-dichloropyrimidine (39.4 g), 1-mesylpiperazine hydrochloride (55.7 g) and triethylamine (116 ml) in ethanol (500 ml) was stirred at reflux temperature for 4 hours. The mixture was then stirred at room temperature for 12 hours. The solid, which had separated, was collected by filtration, slurry washed with ethanol (2×80 ml, 160 ml) then with diethyl ether (150 ml), and dried to give 1-(6-chloropyrimidin-4-yl)-4-mesylpiperazine as a cream solid (71.9 g). mp 200-202° C.

Workup

  1. temperatureat reflux temperature for 4 hours
  2. stirringThe mixture was then stirred at room temperature for 12 hours
  3. customThe solid, which had separated
  4. filtrationwas collected by filtration, slurry
  5. washwashed with ethanol (2×80 ml, 160 ml)
  6. dry with materialwith diethyl ether (150 ml), and dried

Sources & evidence

ORD record
ord-edb5825bda374550a16905a61c92a5ce
Source dataset
uspto-grants-2008_03
Patent number
US07342020B2

Reaction notes

Loading…