Reaktion #49129

Reaktionsgleichung

2-(methylthio)-4,6-bis(trifluoromethyl)benzoyl chloride

(+)-[2-methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]amine

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title product

Ausbeute 85.0%

N-[2-Methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]-2-(methylthio)-4,6-bis(trifluoromethyl)benzamide

Ausbeute 85.0%

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe volatile components were removed under reduced pressure
2. 2
   Sonstigethe residue chromatographed on silica gel
3. 3
   WaschenElution with 0-80% ethyl acetate in pentane

Vorschrift

A solution of 2-(methylthio)-4,6-bis(trifluoromethyl)benzoyl chloride D55 (60 mg; 0.19 mmol) in dry DCM (1 ml) was treated with (+)-[2-methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]amine D6 (60 mg, 0.27 mmol) followed by triethylamine (5drops) and left overnight at room temperature. The volatile components were removed under reduced pressure and the residue chromatographed on silica gel. Elution with 0-80% ethyl acetate in pentane gave the title product as an oil (80 mg, 85%). 1H NMR (CDCl3) δ: 0.94 (3H, s), 1.00 (3H, s), 1.69 (4H, overlapping m), 2.54 (3H, s), 2.62 (2H, m), 2.72 (2H, m), 4.78 (1H, s), 7.25-7.45 (6H, overlapping m), 7.68 (1H, s), 7.72 (1H, s). Mass Spectrum (Electrospray LC/MS): Found 505 (MH+) C24H26F6N2OS requires 504. Ret time 2.24 min.

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