ChemicalBook CAS DataBase List 5-METHOXY-PYRIDIN-2-YLAMINE

5-METHOXY-PYRIDIN-2-YLAMINE synthesis

11synthesis methods

Product Name:5-METHOXY-PYRIDIN-2-YLAMINE
CAS Number:10167-97-2
Molecular formula:C6H8N2O
Molecular Weight:124.14

5-METHOXY-2-(2,5-DIMETHYL-1H-PYRROL-1-YL)PYRIDINE

638352-78-0
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$400.00/1g

10167-97-2
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$18.00/1g

Yield:10167-97-2 100%

Reaction Conditions:

with hydroxylamine hydrochloride;triethylamine in ethanol;water; for 20 h;Heating / reflux;

Steps:

20.C

A mixture of 118 (1.0 equiv., 257 mmol, 52.0 g), hydroxylamine hydrochloride(6.5 equiv., 1671 mmol, 69.5 g), triethylamine (2.0 equiv., 514 mmol, 52.0 g), ethanol(400 ml) and water (200 ml) was refiuxed for 20 h. The solution was cooled and quenched with 2 M HCl, washed with isopropyl ether and the pH was adjusted to 9-10 with 6 M NaOH. The resulting mixture was extracted several times with dichloro- methane. The combined organic phases were dried with MgSO₄ and the solvent was removed in vacuo. The oily residue was purified by column chromatography on silica gel (gradient elution: dichloromethane / ethyl acetate 25:75 -> ethyl acetate) to give 2-amino-5-methoxy-pyridine (119) (32.0 g, yield = 100 %). ¹U NMR (δ, CDCl₃): 3.74 (3H, s), 4.45 (2H, s {br) 6.45 (IH, d, J = 8.8 Hz), 7.07 (IH, dd, J = 8.8, 3.3 Hz), 7.72 (IH, d, J = 3.3 Hz)

References:

WO2007/113290,2007,A1 Location in patent:Page/Page column 40-42

76066-07-4 Synthesis