ChemicalBook CAS DataBase List Methyl iMidazo[1,5-a]pyridine-7-carboxylate

Methyl iMidazo[1,5-a]pyridine-7-carboxylate synthesis

5synthesis methods

Product Name:Methyl iMidazo[1,5-a]pyridine-7-carboxylate
CAS Number:1377829-50-9
Molecular formula:C9H8N2O2
Molecular Weight:176.17

2-Aminomethyl-isonicotinic acid methyl ester

94413-69-1
61 suppliers
$408.00/1g

2258-42-6 Synthesis

2258-42-6
44 suppliers
inquiry

Methyl iMidazo[1,5-a]pyridine-7-carboxylate

1377829-50-9
18 suppliers
inquiry

Yield:1377829-50-9 100%

Reaction Conditions:

at 20 - 35; for 2 h;

Steps:

6.A [1140] Procedure A:

[1141] A mixture of methyl 2-(aminomethyl) isonicotinate (4.3 g, 18.0 mmol) and acetic formic anhydride (which is prepared by heating to 50° C. acetic anhydride (75.0 ml) and formic acid (65.0 ml) for 2 h) is stirred at rt for 1 h. The reaction mixture is heated to 35° C. with an oil bath for 1 h. The reaction mixture is cooled to 0° C. in an ice-bath and neutralized with ammonium hydroxide at such a rate that the temperature did not rise above 5° C. The mixture is extracted with CH2Cl2 (3×200 ml) and the combined organic layers are dried over NaSO4, filtered, and the solvent removed under vacuum. The resulting solid is purified witho give a yellow solid (3.2 g, 18.0 mmol, 100%) for methyl imidazo [1,2-a]pyridin-6-carboxylate. MS (ESI+) for C9H8N2O2 m/z 177.03 (M+H)+.

References:

US2003/236264,2003,A1 Location in patent:Page 51