Reaktion #167390

Reaktionsgleichung

MeOH

cyclopropyl magnesium bromide

2-fluoro-4-[3-(4-methyl-pyridin-3-yl)-2-oxo-imidazolidin-1-yl]-benzaldehyde

→

product

Ausbeute 99.4%

1-[4-(Cyclopropyl-hydroxy-methyl)-3-fluoro-phenyl]-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one

Ausbeute 99.4%

Lösungsmittel

CHCl3

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was quenched with aqueous NH4Cl solution
2. 2
   Einengenthe THF layer was concentrated
3. 3
   ExtraktionThe aqueous layer was extracted with ethylacetate
4. 4
   TrocknenThe organic layer was dried over Na2SO4
5. 5
   Einengenconcentrated
6. 6
   Sonstigeto afford the crude product
7. 7
   SonstigePurification by column chromatography on silica gel (3% MeOH in CHCl3)
8. 8
   Waschenwash

Vorschrift

A 0.5M solution of cyclopropyl magnesium bromide in THF (2.4 mL, 1.170 mmol) was added dropwise to 2-fluoro-4-[3-(4-methyl-pyridin-3-yl)-2-oxo-imidazolidin-1-yl]-benzaldehyde (I-121a: 175 mg, 0.585 mmol) in dry THF (10 mL) at 0° C. under nitrogen atmosphere. The resulting mixture was stirred at room temperature for 3 hours. The reaction was monitored by TLC (5% MeOH in CHCl3). The reaction mixture was quenched with aqueous NH4Cl solution and the THF layer was concentrated. The aqueous layer was extracted with ethylacetate. The organic layer was dried over Na2SO4 and concentrated to afford the crude product. Purification by column chromatography on silica gel (3% MeOH in CHCl3), followed by hexane wash, afforded 200 mg of the product (99.41% yield).

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