Methyl 4-aminopyridine-2-carboxylate
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Methyl 4-aminopyridine-2-carboxylate
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CAS No:
71469-93-7
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Formula:
C7H8N2O2
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Chemical Name:
Methyl 4-aminopyridine-2-carboxylate
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Synonyms:
4-AMINO-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER;CHEMPACIFIC 38133;2-Pyridinecarboxylicacid,4-amino-,methylester(9CI);METHYL 4-AMINO-PYRIDINE-2-CARBOXYLATE;METHYL 4-AMINO-PYRIDINE-2-CARBOXYLIC ACID;Methyl 4-amino-2-pyridinecarboxylate;methyl 4-aminopicolinate;4-Amino-2-pyridine carboxylic acid methyl ester
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CAS No:
Safety Information
IRRITANT
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362
H315
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, and P362|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Methyl 4-aminopyridine-2-carboxylate Use and Manufacturing
Step 3:[0176]4-Azido-pyridine-2-carboxylic acid methyl ester (3.9 g, 22 mmol, 1 eq) was solubilized in methanol (50 mL) and palladium 10percent w on carbon (400 mg) was added. The mixture was stirred at room temperature over 4 bars pressure of hydrogen until completion of the reaction. The mixture was then filtered over a short pad of celite, and rinsed with methanol to afford the expected compound as a yellow powder (3.0 g, 90percent yield).Step 3:4-Azido-pyridine-2-carboxylic acid methyl ester (3.9 g, 22 mmol, 1 eq) was solubilized in methanol (50 mL) and palladium 10percent w on carbon (400 mg) was added. The mixture was stirred at room temperature over 4 bars pressure of hydrogen until completion of the reaction. The mixture was then filtered over a short pad of celite, and rinsed with methanol to afford the expected compound as a yellow powder (3.0 g, 90percent yield).General procedure: General synthetic procedure of 44: Starting material43(1.0 mmol) dissolved in 15 mE methanol, stirred, then 0.2 mE concentrated sulfuric acid was added dropwise. The resulting solution was refluxed gently with stirring for 12 h. And then cooled to room temperature, saturated NaHCO3 solution was added dropwise to adjust pH value to 8.0. After removing methanol, the residue dissolved in ethyl acetate 50 mE, washed with water (15 mEx3) and saturated NaHCO3 solution (15 mEx3) respectively. The organic extraction was dried (Na2504) and concentrated to get ester (44) without further purification. Methyl 4-aminopyridine-2-carboxylate 44b (XH1091)
Computed Properties
Molecular Weight:152.15
XLogP3:0.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:152.058577502
Monoisotopic Mass:152.058577502
Topological Polar Surface Area:65.2
Heavy Atom Count:11
Complexity:149
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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Methyl 4-aminopyridine-2-carboxylate
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