1-Methylpiperazine → HCID 57613212, compound

HRID 910695Notes

Reaction equation

HRID 910695 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([F:15])[CH:9]=2)[CH:5]=[CH:4][N:3]=1.[CH3:16][N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>Cl.CC(O)C>[F:15][C:10]1[CH:9]=[C:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([N:20]3[CH2:21][CH2:22][N:17]([CH3:16])[CH2:18][CH2:19]3)[CH:7]=2)[CH:13]=[CH:12][C:11]=1[CH3:14]

Participants

5

Reactant 2

HCID 531671-MethylpiperazineHCID 866286372-Chloro-4-(3-fluoro-4-methyl-phenyl)-pyridine

Product 1

HCID 57613212HCID 57613212, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 3776IsopropanolSolvent

Conditions

Temperature
180 °C

Procedure

To a microwave tube was added 2-chloro-4-(3-fluoro-4methyl-phenyl)-pyridine (30 mg, 0.14 mmol), 1-methylpiperazine (50 mg, 0.5 mmol), 2-propanol (0.6 mL) and 1 drop concentrated HCl. The resulting mixture was heated at 180° C. for 60 minutes using the microwave instrument. The resulting mixture was extracted with EtOAc. The organic layer was dried and concentrated, and the residue was purified by preparative TLC (hexanes/EtOAc) to yield the title compound as a solid.

Workup

  1. extractionThe resulting mixture was extracted with EtOAc
  2. customThe organic layer was dried
  3. concentrationconcentrated
  4. customthe residue was purified by preparative TLC (hexanes/EtOAc)

Sources & evidence

ORD record
ord-5821bc2f2e00442b9e9a89ca553a4abe
Source dataset
uspto-grants-2011_09
Patent number
US08022209B2

Reaction notes

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