5-CHLORO-3-NITROPYRIDINE-2-CARBOXYLIC ACID synthesis
- Product Name:5-CHLORO-3-NITROPYRIDINE-2-CARBOXYLIC ACID
- CAS Number:899423-94-0
- Molecular formula:C6H3ClN2O4
- Molecular Weight:202.55
181123-11-5
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Yield: 100%
Reaction Conditions:
Stage #1:5-chloro-2-cyano-3-nitropyridine with sulfuric acid at 120; for 1.5 h;
Stage #2: with sodium nitrite in water at -5 - 20; for 0.75 h;
Steps:
A66 Preparation of intermediate 522
A mixture of intermediate 521 (1.01 g; 5.50 mmol) in H2S04 cc (5 mL) was stirred at120 °C for 90 mm. The mixture was cooled to rt. A solution of NaNO2 (996.2 mg;14.44 mmol) in water (1.8 mL) was added dropwise at -5°C for 15mm. The resulting mixture was warmed to rt and stirred for 30 mm. Then the mixture was stirred at 80°C for 60 mm. The mixture was cooled to rt and poured into ice/water, extracted three times with EtOAc (3*1 5mL). The organic phase was dried over Na2SO4, filtered and concentrated to give 1.11 g of intermediate 522 (100 % yield) as a yellow solid
References:
JANSSEN PHARMACEUTICA NV;STANSFIELD, Ian;QUEROLLE, Olivier Alexis Georges;GROSS, Gerhard Max;JACOBY, Edgar;MEERPOEL, Lieven;KULAGOWSKI, Janusz Jozef;MACLEOD, Calum;MANN, Samuel Edward;GREEN, Simon Richard;HYND, George WO2017/125534, 2017, A1 Location in patent:Page/Page column 318; 319
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75806-86-9
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$14.00/1g
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