5-PYRIDIN-3-YL-1H-PYRAZOLE-3-CARBOXYLIC ACID synthesis
- Product Name:5-PYRIDIN-3-YL-1H-PYRAZOLE-3-CARBOXYLIC ACID
- CAS Number:374064-01-4
- Molecular formula:C9H7N3O2
- Molecular Weight:189.17
251658-58-9
374064-01-4
General procedure for the synthesis of 5-(pyridin-3-yl)-1H-pyrazole-3-carboxylic acid from ethyl 5-(pyridin-3-yl)-1H-pyrazole-3-carboxylate: sodium hydroxide (0.06 g, 15 mmol), ethyl 5-(pyridin-3-yl)-1H-pyrazole-3-carboxylate (1.763 g, 8 mmol), tetrahydrofuran (16 mL), methanol (15 mL) and water (8 mL) was stirred at 65 °C for 4 hours. After completion of the reaction, the solvent was removed under reduced pressure. The obtained residue was diluted with water and the solution was neutralized with cold aqueous hydrochloric acid (6 mol/L) to pH 5. The white precipitate was collected and washed with water to afford the crude product 5-(pyridin-3-yl)-1H-pyrazole-3-carboxylic acid (1.361 g, 90% yield). The crude product was purified by silica gel column chromatography.5-(Pyridin-3-yl)-1H-pyrazole-3-carboxylic acid was characterized as follows:IR (KBr, γ, cm^-1): 3423 (s, O-H stretching vibration), 1724 (s, C=O stretching vibration), 1573 (w), 1438 (w), 1389 (w), 1337 (m), 1292 ( m), 1243 (m), 762 (s), 703 (s), 636 (w).MS (ESI): m/z (%) = 233.8 [M+HCOOH-H]^-, 223.9 [M+Cl]^-, 188.1 [M-H]^-.
251658-58-9
39 suppliers
$65.00/1g
374064-01-4
100 suppliers
$26.00/100mg
Yield:374064-01-4 90%
Reaction Conditions:
with sodium hydroxide in tetrahydrofuran;methanol;water at 65; for 4 h;
Steps:
A mixture of NaOH (0.06 g, 15 mmol), PPCAE (1.763 g, 8 mmol), THF (16 ml), MeOH (15 ml) and H2O (8 ml) was stirred at 65 °C for 4 h. After removal of the solvent under reduced pressure. The residue obtained was diluted with water, a cold aqueous HCl solution (6 mol/L) was used to neutralize the solution to pH 5. The white precipitate was collected and washed with water to give crude HPPC (1.361 g, 90%). The crude HPPC was purified on silica gel by column chromatography. HPPC (Fig. A.2): IR (KBr, γ, cm-1): 3423(s), 1724(s), 1573(w), 1438(w), 1389(w), 1337(m), 1292(m), 1243(m), 762(s), 703(s), 636(w). MS(ESI): m/z (%) = 233.8 [HPPC+HCOOH]-, 223.9[HPPC+Cl]-, 188.1 [HPPC+H]-.
References:
Zhao, Hong;Chu, Zhao-Jing;Gao, Gui-Yuan;Huang, Huan-Huan;Qu, Zhi-Rong [Polyhedron,2014,vol. 83,p. 143 - 149]
350-03-8
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$10.00/5g
374064-01-4
100 suppliers
$26.00/100mg
92288-94-3
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$45.00/25mg
374064-01-4
100 suppliers
$26.00/100mg