Hydrochloric Acid → 4-Isopropyl-N-(3-pyrrolidin-3-yl-phenyl)-benzenesulfonamide

HRID 1260228Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1260228
COC([N:5]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([NH:16][S:17]([C:20]3[CH:25]=[CH:24][C:23]([CH:26]([CH3:28])[CH3:27])=[CH:22][CH:21]=3)(=[O:19])=[O:18])[CH:11]=2)[CH2:6]1)=O.Cl>CCO>[CH:26]([C:23]1[CH:24]=[CH:25][C:20]([S:17]([NH:16][C:12]2[CH:13]=[CH:14][CH:15]=[C:10]([CH:7]3[CH2:8][CH2:9][NH:5][CH2:6]3)[CH:11]=2)(=[O:18])=[O:19])=[CH:21][CH:22]=1)([CH3:28])[CH3:27]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 536286573-[3-(4-Isopropyl-benzenesulfonylamino)-phenyl]-pyrrolidine-1-carboxylic acid methyl ester

Produkt 1

HCID 574700764-Isopropyl-N-(3-pyrrolidin-3-yl-phenyl)-benzenesulfonamideAusbeute 25,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

3-[3-(4-Isopropyl-benzenesulfonylamino)-phenyl]-pyrrolidine-1-carboxylic acid methyl ester (900 mg, 1.13 mmol) and HCl (8M, 273.90 mmol) in EtOH (20 ml) were heated to reflux for 48 h. The mixture was extracted twice with ethyl acetate and then NaOH (2M) was added. The aqueous phase was extracted twice with ethyl acetate. The combined organic layers were washed with water and saturated sodium chloride solution, dried over MgSO4 and evaporated under reduced pressure to give the product as a brown oil (100 mg, 13%).

Aufarbeitung

  1. temperatureto reflux for 48 h
  2. extractionThe mixture was extracted twice with ethyl acetate
  3. additionNaOH (2M) was added
  4. extractionThe aqueous phase was extracted twice with ethyl acetate
  5. washThe combined organic layers were washed with water and saturated sodium chloride solution
  6. dry with materialdried over MgSO4
  7. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-da0f5195064d4726a79f8613219e4507
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08470810B2

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