Reaktion #1280463

Reaktionsgleichung

4-fluorobenzene-1-sulfonyl chloride

DIPEA

(3R)-3-amino-2,3-dihydro-1H-indene-5-carboxylic acid methyl ester hydrochloride

→

(R)-Methyl 3-(4-fluorophenylsulfonamido)-2,3-dihydro-1H-indene-5-carboxylate

Ausbeute 88.0%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   Einengenthe reaction solution was concentrated under reduced pressure
3. 3
   Waschenwashed with 10% ammonium chloride solution, sodium hydrogen carbonate solution and sat. NaCl solution (in each case 1x),
4. 4
   Trocknendried over sodium sulfate
5. 5
   Einengenconcentrated
6. 6
   SonstigeThe crude product was purified by column chromatography (silica gel, ethyl acetate:cyclohexane 1:5)

Vorschrift

DIPEA (447 μl, 2.634 mmol, 3 eq) was added at 0° C. to a solution of (3R)-3-amino-2,3-dihydro-1H-indene-5-carboxylic acid methyl ester hydrochloride (A-01) (0.878 mmol, 1 eq) in dichloromethane (10 ml). A solution of 4-fluorobenzene-1-sulfonyl chloride (170 mg, 0.878 mmol, 1 eq) dissolved in dichloromethane (6 ml) was added dropwise and the mixture was stirred for 16 h at RT. After monitoring by thin-layer chromatography. the reaction solution was concentrated under reduced pressure and the residue was taken up in ethyl acetate, washed with 10% ammonium chloride solution, sodium hydrogen carbonate solution and sat. NaCl solution (in each case 1x), dried over sodium sulfate and concentrated. The crude product was purified by column chromatography (silica gel, ethyl acetate:cyclohexane 1:5). Yield: 88%

Quelle