6-Amino-5-nitro-pyridine-2-carbonitrile synthesis

5synthesis methods

Product Name:6-Amino-5-nitro-pyridine-2-carbonitrile
CAS Number:516481-67-7
Molecular formula:C6H4N4O2
Molecular Weight:164.12

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Yield:516481-67-7 50 mg (67%)

Reaction Conditions:

in dichloromethane;N,N-dimethyl acetamide;

Steps:

75.C 2-[4-(3,4-Dichloro-phenoxy)-phenyl]-1H-imidazo[4,5-b]pyridine-5-carboxylic Acid Amide.

C. 6-Amino-5-nitro-pyridine-2-carbonitrile. To a glass pressure vessel was added 6-bromo-3-nitro-pyridin-2-ylamine (100 mg, 0.46 mmol), copper cyanide (123 mg, 1.38 mmol) and N,N-dimethylacetamide (3.0 mL). The vessel was sealed, and the contents were heated to 120° C. for 24 h. The reaction mixture was cooled to room temperature and diluted with water (10 mL). The resulting precipitate was collected by filtration and was then stirred with CH₂Cl₂ (10 mL) for 24 h. The mixture was filtered, and the filtrate was concentrated to afford 50 mg (67%) of 6-amino-5-nitro-pyridine-2-carbonitrile. HPLC: R_t=7.63. ¹H NMR (400 MHz, DMSO-d₆): 8.68 (d, J=8.4 Hz, 1H), 8.27 (br s, 2H), 7.34 (d, J=8.4 Hz, 1H).

References:

US2003/176438,2003,A1

557-21-1 Synthesis