
3-Aminopyridine-2-carboxylic acid methyl ester synthesis
- Product Name:3-Aminopyridine-2-carboxylic acid methyl ester
- CAS Number:36052-27-4
- Molecular formula:C7H8N2O2
- Molecular Weight:152.15

To a solution of 3-aminopyridine-2-carboxylic acid (20 g, 144.9 mmol) in methanol (300 mL) was added conc. sulfuric acid (5.4 mL), and the mixture was heated under reflux for 5 days. The reaction mixture was concentrated under reduced pressure, water was added thereto, and sodium carbonate was added thereto until the complete of foaming. The mixture was extracted with dichloromethane (x3), the organic layer was dried over sodium sulfate, and the solvent was evaporated under reduced pressure to give methyl 3-aminopyridine-2-carboxylate (17.0 g, 77%) as a pale yellow solid. 1H-NMR(300MHz,CDCl3):δ3.95(3H,s),5.72(2H,brs),7.03(1H,dd,J=0.99,8. 35Hz),7.18-7.21(1H,m),8.05(1H,dd,J=0.96,4.04Hz).

67-56-1
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1462-86-8
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36052-27-4
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Yield: 77%
Reaction Conditions:
with sulfuric acid for 120 h;Reflux;
Steps:
135.1 (Step 1)
(Step 1) (1070) To a solution of 3-aminopyridine-2-carboxylic acid (20 g, 144.9 mmol) in methanol (300 mL) was added conc. sulfuric acid (5.4 mL), and the mixture was heated under reflux for 5 days. The reaction mixture was concentrated under reduced pressure, water was added thereto, and sodium carbonate was added thereto until the complete of foaming. The mixture was extracted with dichloromethane (x3), the organic layer was dried over sodium sulfate, and the solvent was evaporated under reduced pressure to give methyl 3-aminopyridine-2-carboxylate (17.0 g, 77%) as a pale yellow solid. 1H-NMR(300MHz,CDCl3):δ3.95(3H,s),5.72(2H,brs),7.03(1H,dd,J=0.99,8. 35Hz),7.18-7.21(1H,m),8.05(1H,dd,J=0.96,4.04Hz).
References:
Takeda Pharmaceutical Company Limited;YAMAMOTO, Satoshi;SHIRAI, Junya;FUKASE, Yoshiyuki;SATO, Ayumu;KOUNO, Mitsunori;TOMATA, Yoshihide;OCHIDA, Atsuko;YONEMORI, Kazuko;ODA, Tsuneo;IMADA, Takashi;YUKAWA, Tomoya EP2975031, 2016, A1 Location in patent:Paragraph 1070

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18107-18-1
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36052-27-4
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912369-42-7
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36052-27-4
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4664-00-0
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36052-27-4
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$8.00/250mg

89-00-9
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36052-27-4
153 suppliers
$8.00/250mg