تفاعل #162612

معادلة التفاعل

2,4,6-trichloropyrimidine

3-oxa-8-azabicyclo[3.2.1]octane hydrochloride

Triethylamine

→

title compound

المردود 75.3%

8-(2,6-Dichloropyrimidin-4-yl)-3-oxa-8-azabicyclo[3.2.1]octane

المردود 75.3%

المذيبات

EtOH

ظروف التفاعل

المعالجة

1. 1
   أخرىIn a 250 mL round-bottomed flask was placed
2. 2
   درجة الحرارةto slowly warm to room temperature
3. 3
   تركيزwas then concentrated under reduced pressure
4. 4
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
5. 5
   غسيلwashed
6. 6
   تجفيفThe organic phase was dried over MgSO4
7. 7
   ترشيحfiltered
8. 8
   تركيزconcentrated
9. 9
   workup.ADDITIONThe crude product was added to a silica gel column
10. 10
    غسيلwas eluted with ethyl acetate in hexanes (5-20%)

الإجراء التجريبي

In a 250 mL round-bottomed flask was placed 2,4,6-trichloropyrimidine (8, 0.575 mL, 5 mmol) in EtOH (20 mL) to give a colorless solution. 3-oxa-8-azabicyclo[3.2.1]octane hydrochloride (33, 748 mg, 5.00 mmol) was added and the solution was cooled to 0° C. Triethylamine (2.091 mL, 15 mmol) was added slowly and the mixture was allowed to slowly warm to room temperature. The mixture was stirred at room temperature for one hour and was then concentrated under reduced pressure. The residue was dissolved in ethyl acetate and washed with sat NaHCO3. The organic phase was dried over MgSO4, filtered and concentrated. The crude product was added to a silica gel column and was eluted with ethyl acetate in hexanes (5-20%) to give the title compound (980 mg, 75%) as a white solid.

المصدر