Hydrochloric Acid → 1-[(S)-1-(2,3-Dihydro-benzo[1,4]dioxin-2-yl)methyl]-3-(2-methoxy-phenyl)-pyrrolidine

HRID 2407335Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2407335
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][C@@H:2]1[CH2:11]OS(C1C=CC(C)=CC=1)(=O)=O.[CH3:23][O:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[CH:31]1[CH2:35][CH2:34][NH:33][CH2:32]1.Cl.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][C@@H:2]1[CH2:11][N:33]1[CH2:34][CH2:35][CH:31]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[O:24][CH3:23])[CH2:32]1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 7101148(R)-(2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)methyl 4-methylbenzenesulfonateHCID 150299633-(2-Methoxyphenyl)pyrrolidine

Produkt 1

HCID 667271771-[(S)-1-(2,3-Dihydro-benzo[1,4]dioxin-2-yl)methyl]-3-(2-methoxy-phenyl)-pyrrolidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Toluene-4-sulfonic acid (R)-1-(2,3-dihydro-benzo[1,4]dioxin-2-yl)methyl ester (0.156 mmol), 3-(2-methoxyphenyl)pyrrolidine.HCl (1.55 mmol, 32 mg), K2CO3 (0.342 mmol, 47 mg) and acetonitrile (1 ml) were mixed and heated in a microwave reactor at 120 C.° for 2.5 h. The reaction mixture was filtrated and the solution was absorbed on silica. Flash chromatography, using a gradient of heptane/EtOAc as eluent, gave 20 mg g of the title compound.

Aufarbeitung

  1. temperatureheated in a microwave reactor at 120 C.° for 2.5 h
  2. filtrationThe reaction mixture was filtrated
  3. customthe solution was absorbed on silica

Quellen und Nachweise

ORD-Eintrag
ord-1ff95e0e7a5149a082ea398b924800ab
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08809536B2

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