6-Methoxy-5-nitro-3-pyridinecarboxylic acid synthesis
- Product Name:6-Methoxy-5-nitro-3-pyridinecarboxylic acid
- CAS Number:1211516-51-6
- Molecular formula:C7H6N2O5
- Molecular Weight:198.13
59237-49-9
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1211516-51-6
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Yield:1211516-51-6 86%
Reaction Conditions:
Stage #1: 6-methoxy-5-nitro-nicotinic acid methyl esterwith sodium hydroxide in water; for 2 h;
Stage #2: with hydrogenchloride in methanol;water; pH=1;
Steps:
9.c
c) 6-Methoxy-5-nitronicotinic acid 2M Aqueous sodium hydroxide solution (7.70 mL, 15.4 mmol) was added to a stirred suspension of methyl 6-methoxy-5-nitronicotinate (Preparation 9b, 2.66 g, 12.5 mmol) in methanol (60 mL). After 2 hours the mixture was concentrated in vacuo, diluted with water (35 mL) and then the pH was adjusted to 1 with concentrated hydrochloric acid solution. The precipitate was filtered, washed with ice-cold water and dried to give the title compound (2.13 g, 86%) as a white solid. LRMS (m/z): 197 (M-1)+. 1H NMR δ (300 MHz, DMSO-d6): 4.11 (s, 3H), 8.72 (d, 1H), 8.97 (d, 1H).
References:
EP2527344,2012,A1 Location in patent:Page/Page column 24
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6635-31-0
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