تفاعل #659314

معادلة التفاعل

5-methylpyridin-3-ylboronic acid

Na2CO3

2-chloro-7-fluoro-8-methylquinoline-3-carbaldehyde

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title compound

المردود 80.0%

7-Fluoro-8-methyl-2-(5-methylpyridin-3-yl)quinoline-3-carbaldehyde

المردود 80.0%

المذيبات

water

DME

ظروف التفاعل

المعالجة

1. 1
   أخرىPrepared
2. 2
   أخرىThe crude material was triturated in diethyl ether (75 mL)
3. 3
   ترشيحthe solid was filtered off
4. 4
   أخرىdried under vacuum

الإجراء التجريبي

Prepared according to the procedure described for Intermediate 41, utilising 2-chloro-7-fluoro-8-methylquinoline-3-carbaldehyde (5.0 g, 22.36 mmol), 5-methylpyridin-3-ylboronic acid (6.95 g, 50.75 mmol), tetrakis(triphenylphosphine)palladium(0) (258 mg, 0.22 mmol) and Na2CO3 (3.55 g, 33.54 mmol) in water (30 mL) and DME (60 mL). The crude material was triturated in diethyl ether (75 mL), and the solid was filtered off and dried under vacuum to give the title compound (5.0 g, 80%) as a brown solid. δH (DMSO-d6) 10.12 (s, 1H), 9.06 (s, 1H), 8.72 (d, J 1.9 Hz, 1H), 8.60 (d, J 1.5 Hz, 1H), 8.24 (dd, J 9.0, 6.4 Hz, 1H), 7.99 (d, J 0.6 Hz, 1H), 7.68 (t, J 9.2 Hz, 1H), 2.66 (d, J 2.4 Hz, 3H), 2.44 (s, 3H). LCMS (ES+) 281 (M+H)+, RT 1.66 minutes.

المصدر