Реакция #7739

Уравнение реакции

2-[2-(4-fluorophenyl)acetyl]-4-oxo-pyrazolidine-1-carboxylic acid benzyl ester

morpholine

Na(OAc)3BH

HOAc

HCl

HCl

→

desired product

Выход 60.0%

2-[2-(4-fluorophenyl)acetyl]-4-morpholin-4-yl-pyrazolidine-1-carboxylic acid benzyl ester

Выход 60.0%

Растворители

THF

Условия реакции

Обработка

1. 1
   Другоеthen partitioned between diethyl ether and NaHCO3
2. 2
   ЭкстракцияThe aqueous layer was extracted several times with ether
3. 3
   Другоеdried
4. 4
   Концентрированиеconcentrated in vacuo to a clear oil which
5. 5
   workup.DISSOLUTIONwas re-dissolved in ether
6. 6
   ФильтрацияThe solid is collected by filtration

Методика

To a solution of 2-[2-(4-fluorophenyl)acetyl]-4-oxo-pyrazolidine-1-carboxylic acid benzyl ester, 11, (0.14 g, 0.4 mmol) and morpholine (0.038 mL, 0.43 mmol) in THF at room temperature is added Na(OAc)3BH (0.125 g, 0.6 mmol) and HOAc (0.022 mL, 0.4 mmol). The solution is stirred 12 hours then partitioned between diethyl ether and NaHCO3. The aqueous layer was extracted several times with ether and the organic layers combined, dried, and concentrated in vacuo to a clear oil which was re-dissolved in ether and one equivalent of ethereal HCl is added and a white solid forms. The solid is collected by filtration and 100 mg (60% yield) of the desired product is isolated as the HCl salt.

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