1-Methylpiperazine → 4-(4-methylpiperazin-1-yl)pyridin-2-amine

HRID 1848223Notes

Reaction equation

HRID 1848223 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH2:8])[CH:3]=1.[CH3:9][N:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1>CC(N(C)C)=O>[CH3:9][N:10]1[CH2:15][CH2:14][N:13]([C:2]2[CH:7]=[CH:6][N:5]=[C:4]([NH2:8])[CH:3]=2)[CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 5818662-Amino-4-chloropyridine

Product 1

HCID 591450534-(4-methylpiperazin-1-yl)pyridin-2-amine

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
200 °C

Procedure

A mixture of 4-chloropyridin-2-amine (400 mg, 3.1 mmol) and N-methylpiperizine (2 mL) in DMA (2 mL) was heated at 200° C. for 5 min in a microwave reactor. LCMS analysis indicated completion of the reaction. The reaction mixture was partitioned between EtOAc and brine, and the organic layer was dried over Na2SO4 and concentrated under reduced pressure to give crude 4-(4-methylpiperazin-1-yl)pyridin-2-amine as a brown solid (350 mg). LCMS (ESI) m/z 193 (M+H)+.

Workup

  1. customcompletion of the reaction
  2. customThe reaction mixture was partitioned between EtOAc and brine
  3. dry with materialthe organic layer was dried over Na2SO4
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6df79dedfa71462a97b1c1b74f28b6e4
Source dataset
uspto-grants-2015_02
Patent number
US08952058B2

Reaction notes

Loading…