تفاعل #168284

معادلة التفاعل

4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile

Hydroxylamine hydrochloride

sodium bicarbonate

water

→

4-(5-chloropyridin-3-yl)-N′-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONThis solution was added to
2. 2
   أخرىThe mixture was sealed
3. 3
   درجة الحرارةThe reaction was cooled to room temperature
4. 4
   أخرىquenched with water
5. 5
   استخلاصextracted with ethyl acetate (2×)
6. 6
   تجفيفThe combined organic layers were dried over sodium sulfate
7. 7
   ترشيحfiltered
8. 8
   تركيزconcentrated

الإجراء التجريبي

Hydroxylamine hydrochloride (5.4 mg, 0.08 mmol), sodium bicarbonate (9.9 mg, 0.12 mmol), and water (0.12 mL) were combined in a vial and stirred for 15 minutes. This solution was added to a vial containing 4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile (20.6 mg, 0.04 mmol) dissolved in ethanol (0.3 mL). The mixture was sealed and heated at 100° C. for 1 hour. The reaction was cooled to room temperature, quenched with water, and extracted with ethyl acetate (2×). The combined organic layers were dried over sodium sulfate, filtered, and concentrated to afford 4-(5-chloropyridin-3-yl)-N′-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide. MS ESI calc'd. for C30H34ClN7O2 [M+H]+ 560. found 560.

المصدر