تفاعل #2446554

معادلة التفاعل

sodium

4-(1-(5-phenyl-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yloxy)benzaldehyde

5-oxa-2-azaspiro[3.4]octane hydrochloride

triethylamine

NaHCO3

→

colourless residue

المردود 98.5%

(3-(4-(5-oxa-2-azaspiro[3.4]octan-2-ylmethyl)phenoxy)azetidin-1-yl)(5-phenyl-1,3,4-oxadiazol-2-yl)methanone

المردود 98.5%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGStirring
2. 2
   workup.WAITwas continued at ambient temperature overnight
3. 3
   أخرىThe phases were separated with the aid of a phase separator
4. 4
   استخلاصThe aqueous phase was extracted twice with dichloromethane
5. 5
   أخرىdried with the aid of a phase separator
6. 6
   تركيزThe combined organic phases were concentrated in vacuo

الإجراء التجريبي

To a solution of 4-(1-(5-phenyl-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yloxy)benzaldehyde (70 mg, 0.20 mmol) in dichloromethane (2 mL) was added 5-oxa-2-azaspiro[3.4]octane hydrochloride (80 mg, 0.53 mmol) and triethylamine (0.100 mL, 0.72 mmol). After stirring at ambient temperature for 30 minutes, sodium triacetoxyhydroborate (70 mg, 0.33 mmol) was added. Stirring was continued at ambient temperature overnight, after which NaHCO3 (aq, sat, 5 ml) was added. The phases were separated with the aid of a phase separator. The aqueous phase was extracted twice with dichloromethane and dried with the aid of a phase separator. The combined organic phases were concentrated in vacuo to afford 88 mg of a colourless residue.

المصدر