Potassium Carbonate → N-(tert-Butyl)-1-(cyclohexylmethyl)-1H-pyrrole-3-sulfonamide

HRID 1844744

Reaktionsgleichung

Reaktionsgleichung von HRID 1844744
[C:1]([NH:5][S:6]([C:9]1[CH:13]=[CH:12][NH:11][CH:10]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[CH2:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[C:1]([NH:5][S:6]([C:9]1[CH:13]=[CH:12][N:11]([CH2:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH:10]=1)(=[O:8])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 137636Cyclohexane, (bromomethyl)-HCID 19693846N-(tert-Butyl)-1H-pyrrole-3-sulfonamide

Produkt 1

HCID 86719140N-(tert-Butyl)-1-(cyclohexylmethyl)-1H-pyrrole-3-sulfonamideAusbeute 41 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of compound 27d (29.4 g, 146 mmol), bromocyclohexylmethane (30.9 g, 175 mmol), K2CO3 (40.2 g, 291 mmol) in dry DMF (300 mL) was heated at 85° C. overnight, quenched with water and extracted with EA twice. The combined organic layers were washed with water (3×) and brine, concentrated and purified by CC (PE/EA=2/1) to give compound 27e (17.8 g, 41%) as a solid.

Aufarbeitung

  1. customquenched with water
  2. extractionextracted with EA twice
  3. washThe combined organic layers were washed with water (3×) and brine
  4. concentrationconcentrated
  5. custompurified by CC (PE/EA=2/1)

Quellen und Nachweise

ORD-Eintrag
ord-82d9155b1caa4a2badeff32aa02c9aee
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946446B2

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