Reaktion #7764

Reaktionsgleichung

2-(4-Fluorophenyl)-1-(4-methoxy-pyrazolidin-1-yl)-ethanone

2-methylsulfonyl-pyrimidine-4-carbonyl chloride

sodium hydroxide

→

desired product

2-(4-fluorophenyl)-1-[4-methoxy-2-(2-methylsulfanyl-pyrimidine-4-carbonyl)pyrazolidine-1-yl]-ethanone

Lösungsmittel

dichloromethane

sodium carbonate

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe mixture is extracted with dichloromethane (6×200 mL)
2. 2
   TrocknenThe combined organic layers are dried over magnesium sulfate
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated
5. 5
   Sonstigeto give a red oil
6. 6
   SonstigeThe crude material is purified by over silica (1:1 to 1:3 hexane/ethyl acetate to 100% ethyl acetate)

Vorschrift

2-(4-Fluorophenyl)-1-(4-methoxy-pyrazolidin-1-yl)-ethanone, 47, (7.67 g, 32.2 mmol) and 2-methylsulfonyl-pyrimidine-4-carbonyl chloride (9.11 g, 48.3 mmol) are dissolved in dichloromethane (150 mL). A 0.5 N aqueous solution of sodium hydroxide (150 mL) is added steadily via addition funnel and the mixture is stirred vigorously at room temperature for 4 hours. The reaction is diluted with 5% aqueous sodium carbonate solution (1 L). The mixture is extracted with dichloromethane (6×200 mL). The combined organic layers are dried over magnesium sulfate, filtered and concentrated to give a red oil. The crude material is purified by over silica (1:1 to 1:3 hexane/ethyl acetate to 100% ethyl acetate) to afford 10.3 g of the desired product as a brown, viscous oil.

Quelle