تفاعل #162378

معادلة التفاعل

sodium dithionite

ammonium hydroxide

1,4-dioxane

4-[4-(4-fluoro-2-nitrophenyl)-5-(2-fluoropyridin-3-yl)-1H-imidazol-2-yl]cyclohexylacetonitrile

→

desired product

المردود 58.9%

[4-(10-fluoro-3,8-dihydroimidazo[4,5-d]pyrido[2,3-b][1]benzazepin-2-yl)cyclohexyl]acetonitrile

المردود 58.9%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   تركيزconcentrated
2. 2
   استخلاصwas then extracted with isopropanol (3×1 mL each)
3. 3
   درجة الحرارةThe combined extracts were heated in a microwave reactor at 160° C. for 15 minutes
4. 4
   تركيزconcentrated
5. 5
   أخرىpurified via column chromatography on silica gel (50% ethyl acetate 50% hexanes)

الإجراء التجريبي

To a mixture of 1,4-dioxane (1 mL) with 4-[4-(4-fluoro-2-nitrophenyl)-5-(2-fluoropyridin-3-yl)-1H-imidazol-2-yl]cyclohexylacetonitrile (0.17 g, 0.40 mmol) was added a solution of sodium dithionite (0.2 g, 0.001 mol) and ammonium hydroxide (0.4 mL, 0.003 mol) in water (1 mL), The reaction was stirred at 25° C. for 1 hour, concentrated, and was then extracted with isopropanol (3×1 mL each). The combined extracts were heated in a microwave reactor at 160° C. for 15 minutes, concentrated, and purified via column chromatography on silica gel (50% ethyl acetate 50% hexanes) to give 0.088 g of the desired product. 1H NMR (400 MHz, DMSO-d6): δ 8.42 (br s, 1H), 7.07 (m, 1H), 7.66 (m, 1H), 6.99 (m, 1H), 6.80-6.91 (m, 2H), 3.09 (m, 1H), 1.10-2.05 (m, 11H); MS [M+H]=374.0.

المصدر