Acetone → HCID 86171403, compound

HRID 914694Notes

Reaction equation

HRID 914694 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-6f049d2b9bec4b58abbe9ad1e97f0b60
Source dataset
uspto-grants-2007_09
Patent number
US07265104B2

Reaction notes

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