Piperazine → HCID 68309826, compound

HRID 1021282Notes

Reaction equation

HRID 1021282 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]2[C:9]([F:16])=[C:10]([CH2:14][OH:15])[CH:11]=[CH:12][CH:13]=2)=[CH:4][N:3]=1.[NH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>CN(C=O)C>[F:16][C:9]1[C:8]([C:5]2[CH:4]=[N:3][C:2]([N:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)=[N:7][CH:6]=2)=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:14][OH:15]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 86686233HCID 86686233, compound

Product 1

HCID 68309826HCID 68309826, compoundYield 96.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

[3-(2-Chloropyrimidin-5-yl)-2-fluorophenyl]methanol (600 mg) was mixed with DMF (12 ml), and piperazine (2.2 g) was added thereto, followed by stirring at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and water was added to the residue, followed by stirring at 0° C. for 1 hour. The produced solid was collected by filtration, washed with water, and then dried at 50° C. under reduced pressure to obtain {2-fluoro-3-[2-(piperazin-1-yl)pyrimidin-5-yl]phenyl}methanol (697 mg).

Workup

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated under reduced pressure, and water
  3. additionwas added to the residue
  4. stirringby stirring at 0° C. for 1 hour
  5. filtrationThe produced solid was collected by filtration
  6. washwashed with water
  7. customdried at 50° C. under reduced pressure

Sources & evidence

ORD record
ord-05d56611934144a985042a12f03f1091
Source dataset
uspto-grants-2014_05
Patent number
US08716470B2

Reaction notes

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