تفاعل #719656

معادلة التفاعل

5-bromo-3-(1-isopropyl-1H-[1,2,3]triazol-4-yl)-pyridin-2-ylamine

(3-methoxy-4-(methoxycarbonyl)phenyl)boronic acid

water

Cs2CO3

→

title compound

المردود 69.4%

4-(6-amino-5-(1-isopropyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-2-methoxybenzoic acid

المردود 69.4%

المذيبات

1,4-dioxane

EtOAc

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixture was degassed with argon for 30 min
2. 2
   درجة الحرارةThe reaction mixture was cooled to RT
3. 3
   غسيلwashed with water (50 mL)
4. 4
   استخلاصextracted with DCM (2×50 mL)
5. 5
   غسيلwashed with brine solution (20 mL)
6. 6
   تجفيفdried over anhydrous Na2SO4 and solvent
7. 7
   أخرىwas evaporated under reduced pressure
8. 8
   غسيلThe crude compound was washed with diethyl ether

الإجراء التجريبي

To a solution of 5-bromo-3-(1-isopropyl-1H-[1,2,3]triazol-4-yl)-pyridin-2-ylamine (300 mg, 1.06 mmol) and (3-methoxy-4-(methoxycarbonyl)phenyl)boronic acid (245 mg, 1.16 mmol) in 1,4-dioxane (10.0 mL)/water (5.0 mL) was added Cs2CO3 (1.0 g, 3.18 mmol) at room temperature. The reaction mixture was degassed with argon for 30 min. Then Pd(PPh3)4 (61 mg, 0.05 mmol) was added and allowed to stir at 120° C. for 30 min in CEM micro wave. The reaction mixture was cooled to RT, diluted with EtOAc (50 mL) and washed with water (50 mL). The aqueous layer was neutralized with 1N HCl, extracted with DCM (2×50 mL), washed with brine solution (20 mL), dried over anhydrous Na2SO4 and solvent was evaporated under reduced pressure. The crude compound was washed with diethyl ether to afford 260 mg (yield: 69.33%) of the title compound as pale yellow solid.

المصدر