1-(2-Hydroxyethyl)piperazine → 2-(4-(6-Chloro-2-methylpyrimidin-4-yl)piperazin-1-yl)ethanol

HRID 1526308Notes

Reaction equation

HRID 1526308 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([CH3:9])[N:3]=1.[N:10]1([CH2:16][CH2:17][OH:18])[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1.C(N(CC)CC)C>ClCCl>[Cl:8][C:6]1[N:5]=[C:4]([CH3:9])[N:3]=[C:2]([N:13]2[CH2:14][CH2:15][N:10]([CH2:16][CH2:17][OH:18])[CH2:11][CH2:12]2)[CH:7]=1

Participants

5

Reactant 3

HCID 76771-(2-Hydroxyethyl)piperazineHCID 8471TriethylamineHCID 2349974,6-Dichloro-2-methylpyrimidine

Product 1

HCID 144795582-(4-(6-Chloro-2-methylpyrimidin-4-yl)piperazin-1-yl)ethanol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4,6-dichloro-2-methylpyrimidine (3.00 g) in dichloromethane (35 mL) was added 2-(piperazin-1-yl)ethanol (4.51 mL) at room temperature, and the mixture was stirred for 4 hr. To the reaction mixture was added triethylamine (0.513 mL) at room temperature, and the reaction mixture was stirred overnight. The resulting solid was collected by filtration, washed with dichloromethane, and dried under reduced pressure to give the title compound (4.08 g).

Workup

  1. stirringthe reaction mixture was stirred overnight
  2. filtrationThe resulting solid was collected by filtration
  3. washwashed with dichloromethane
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-3f286f7ec9c44b02b234403c17cbdaf8
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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