Reaktion #591478

Reaktionsgleichung

1-(4-chloro-2-fluorophenyl)cyclopropanecarboxylic acid

[(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid (1R)-3H-spiro[2-benzofuran-1,3′-pyrrolidin]-3-one

benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate

N,N-diisopropylethylamine

→

desired product

(1R)-1′-{[1-(2-Fluoro-4-pyridin-2-ylphenyl)cyclopropyl]-carbonyl}-3H-spiro[2-benzofuran-1,3′-pyrrolidin]-3-one

Lösungsmittel

ethyl acetate

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe resulting solution was washed with saturated NaHCO3 solution, water, 1N HCl solution, water and brine successively
2. 2
   Trocknenthen dried over Na2SO4
3. 3
   Filtrationand then filtered
4. 4
   EinengenThe filtrate was concentrated

Vorschrift

A mixture of 1-(4-chloro-2-fluorophenyl)cyclopropanecarboxylic acid (0.15 g, 0.7 mmol), [(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid-(1R)-3H-spiro[2-benzofuran-1,3′-pyrrolidin]-3-one (1:1) salt (0.29 g, 0.7 mmol), benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (0.34 g, 0.77 mmol), and N,N-diisopropylethylamine (0.43 ml, 2.4 mmol) in N,N-dimethylformamide (2.0 ml) was stirred at room temperature overnight. The mixture then was diluted with ethyl acetate. The resulting solution was washed with saturated NaHCO3 solution, water, 1N HCl solution, water and brine successively; then dried over Na2SO4; and then filtered. The filtrate was concentrated to afford the desired product (275 mg).

Quelle