تفاعل #955930

معادلة التفاعل

3,6-dichloropyridazine

NaH

pyridin-2-ylmethanol

→

3-chloro-6-(pyridin-2-ylmethoxy)pyridazine

المردود 62.0%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe mixture was stirred at 55° C. for 4 hours
2. 2
   أخرىThe reaction was quenched with water and sat. NaHCO3
3. 3
   workup.ADDITIONwas added
4. 4
   استخلاصThe product was then extracted with EtOAc
5. 5
   تجفيفdried over MgSO4
6. 6
   ترشيحfiltered
7. 7
   أخرىevaporated
8. 8
   أخرىThe residue was purified on silica gel(Eluent: 80% EtOAc in hexanes)

الإجراء التجريبي

To a solution of NaH (1.44 g, 36 mmol, 60% in mineral oil) in THF (15 mL) was added pyridin-2-ylmethanol (1.16 ml, 12 mmol) and the mixture was stirred for 30 min at rt. Then 3,6-dichloropyridazine (1.79 g, 14 mmol) was added and the mixture was stirred at 55° C. for 4 hours. The reaction was quenched with water and sat. NaHCO3 was added. The product was then extracted with EtOAc, dried over MgSO4 filtered and evaporated. The residue was purified on silica gel(Eluent: 80% EtOAc in hexanes) to give 3-chloro-6-(pyridin-2-ylmethoxy)pyridazine as a white solid (1.64 g, 62%). 1H NMR (300 MHz, dMSO): δ 5.57 (s, 2H), 7.35-7.38 (m, 1H), 7.48-7.54 (m, 2H), 7.82-7.88 (m, 2H), 8.57-8.59 (dd, 1H); MS (M+H, 222).

المصدر