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6-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid synthesis

3synthesis methods
16867-53-1 Synthesis
6-Methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid ethyl ester

16867-53-1
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Yield:32092-27-6 18%

Reaction Conditions:

with hydrogenchloride;water;acetic acid for 3 h;Reflux;

Steps:

6-Methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carboxylicacid (17)

A suspension of the ethyl ester 16 [24] (0.085 mmol)in a mixture of acetic acid (5 mL) and 6 M HCl (5 mL)was refluxed for 3 h. After evaporation in vacuo, the residue was crystallised from EtOH. Yield = 18%(15 mg); mp = 178-181 °C (EtoH). 1H-NMR (400 MHz,CDCl3)δ 3.20 (s, 3H, CH3),7.10 (d, 1H, pyridopyrimidineH9, J = 6.8 Hz), 7.70 (d, 1H, pyridopyrimidineH7, J = 8.8 Hz), 7.85 (t, 1H, pyridopyrimidine H8,J = 7.6 Hz), 9.15 (s, 1H, pyridopyrimidine H2), 12.65(exch br s, 1H, COOH). Anal. Calcd. for C10H8N2O3:C58.82, H 3.95, N 13.72. Found: C 58.69, H 3.96, N 13.75.

References:

Crocetti, Letizia;Floresta, Giuseppe;Nazir, Shabnam;Vergelli, Claudia;Bhogal, Amrit;Biancalani, Claudio;Cesari, Nicoletta;Giovannoni, Maria Paola;Cilibrizzi, Agostino [Structural Chemistry,2022,vol. 33,# 3,p. 769 - 793]