Acetone → HCID 86171403, compound

HRID 900116Notes

Reaction equation

HRID 900116 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][CH3:9])=[N:6][CH:7]=1.[CH3:10][C:11]([CH3:13])=O>CO>[C:11](=[N:1][C:2]1[CH:7]=[N:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1)([CH3:13])[CH3:10]

Participants

4

Reactant 2

HCID 180AcetoneHCID 811216-Methoxy-3-pyridinylamine

Product 1

HCID 86171403HCID 86171403, compoundYield 80.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 5-amino-2-methoxypyridine (18 g, 161 mmol) in methanol (80 mL) was added acetone (20 mL, 177 mmol). The reaction was heated at reflux for 24 hours and the volatiles were concentrated in vacuo to provide 21.3 g of isopropylidene-(6-methoxy-pyridin-3-yl)-amine. 1H NMR (CDCl3) δ 7.59 (d, 1H) 7.31 (m, 1H), 6.70 (d, 1H), 3.91 (s, 3H), 2.20 (s, 3H), 1.85 (s, 3H).

Workup

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 24 hours
  3. concentrationthe volatiles were concentrated in vacuo

Sources & evidence

ORD record
ord-bfc3e85347884511be55f70576927139
Source dataset
uspto-grants-2008_04
Patent number
US07358242B2

Reaction notes

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