3,5-Dimethylpiperidine → HCID 80648323, compound

HRID 1755351Notes

Reaction equation

HRID 1755351 reaction equation
F[C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][CH:3]=1.[CH3:9][CH:10]1[CH2:15][CH:14]([CH3:16])[CH2:13][NH:12][CH2:11]1>O>[CH3:9][CH:10]1[CH2:15][CH:14]([CH3:16])[CH2:13][N:12]([C:2]2[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][CH:3]=2)[CH2:11]1

Participants

4

Reactant 2

HCID 1182593,5-DimethylpiperidineHCID 27613996-Fluoropyridin-2-amine

Product 1

HCID 80648323HCID 80648323, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
205 °C

Procedure

A mixture of 6-fluoropyridin-2-amine (0.5 g, 4.46 mmol) and 3,5-dimethylpiperidine (0.61 g, 5.35 mmol) in water (0.2 mL) was heated to 205° C. for 0.5 h in a sealed tube in a microwave oven then concentrated in vacuo. The residue was purified by chromatography (silica gel, 10 g, 200-300 mesh, ethyl acetate:petroleum ether=1:8) to afford 6-(3,5-dimethylpiperidin-1-yl)pyridin-2-amine (0.76 g, 83%) as a yellow oil. LC-MS: [M+1]+=206, tR=1.240 min.

Workup

  1. concentrationthen concentrated in vacuo
  2. customThe residue was purified by chromatography (silica gel, 10 g, 200-300 mesh, ethyl acetate:petroleum ether=1:8)

Sources & evidence

ORD record
ord-30bacf92a816420f8645a03f279b5504
Source dataset
uspto-grants-2015_10
Patent number
US09169259B2

Reaction notes

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