Реакция #1269844

Уравнение реакции

diethyl azodicarboxylate

2-((1R,2R)-2-hydroxycyclopentylamino)-3-methylpyrimidin-4(3H)-one

triphenylphosphine

→

product

Выход 92.0%

(3aS,8aR)-7-Methyl-1,2,3,3a,7,8a-hexahydro-3b,7,8-triaza-cyclopenta[a]inden-6-one

Выход 92.0%

Растворители

toluene

THF

Условия реакции

Обработка

1. 1
   ДругоеSolvent is removed under vacuum
2. 2
   workup.ADDITIONthe residue is treated with 0.02 N HCl (40 mL)
3. 3
   ФильтрацияThe precipitate is filtered off
4. 4
   Промывкаthe filtrate is washed with CH2Cl2
5. 5
   ДругоеThe aqueous phase is evaporated to dryness under high vacuum

Методика

To a solution of 2-((1R,2R)-2-hydroxycyclopentylamino)-3-methylpyrimidin-4(3H)-one (130 mg, 0.62 mmol) in anhydrous THF (2 mL) is added triphenylphosphine (163 mg, 0.62 mmol). Five minutes later, diethyl azodicarboxylate (DEAD, 0.45 mL, 0.93 mmol) in toluene is added dropwise. The mixture is stirred at room temperature for 2 hours. Solvent is removed under vacuum, the residue is treated with 0.02 N HCl (40 mL). The precipitate is filtered off, and the filtrate is washed with CH2Cl2. The aqueous phase is evaporated to dryness under high vacuum to give product as solids (108 mg, yield 92%), which is used for the next reaction without further purification. MS (ESI) m/z 192.1 [M+H]+.

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