Potassium Carbonate → 7-[3-(3-Furyl)phenoxy]-2,3-dihydro-1H-pyrrolo[2,1-c][1,2,4]benzothiadiazine 5,5-dioxide

HRID 851888Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 851888
Br[C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[O:5][C:6]1[CH:20]=[CH:19][C:9]2[N:10]3[CH2:18][CH2:17][CH2:16][C:11]3=[N:12][S:13](=[O:15])(=[O:14])[C:8]=2[CH:7]=1.[O:24]1[CH:28]=[CH:27][C:26](B(O)O)=[CH:25]1.C([O-])([O-])=O.[K+].[K+]>C(O)C.O>[O:24]1[CH:28]=[CH:27][C:26]([C:2]2[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=2)[O:5][C:6]2[CH:20]=[CH:19][C:9]3[N:10]4[CH2:18][CH2:17][CH2:16][C:11]4=[N:12][S:13](=[O:15])(=[O:14])[C:8]=3[CH:7]=2)=[CH:25]1

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 2734358Furan-3-boronic acidHCID 694145897-(3-bromophenoxy)-2,3-dihydro-1H-pyrrolo[2,1-c][1,2,4]benzothiadiazine 5,5-dioxide

Produkt 1

HCID 694177477-[3-(3-Furyl)phenoxy]-2,3-dihydro-1H-pyrrolo[2,1-c][1,2,4]benzothiadiazine 5,5-dioxide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A suspension of the product obtained in Step A of Example 16 (300 mg, 0.76 mmol), 111 mg (0.99 mmol) of 3-furanboronic acid, 137 mg (0.99 mmol) of K2CO3 and 45 mg (0.038 mmol) of tetrakistriphenylphosphine in a mixture of 6 ml of ethanol and 1.8 ml of water is heated at 80° C. for 3 hours under N2. The ethanol is evaporated off in vacuo and the residue is taken up in water and 1N HCl. The precipitate is filtered off to yield the title product.

Aufarbeitung

  1. customThe ethanol is evaporated off in vacuo
  2. filtrationThe precipitate is filtered off

Quellen und Nachweise

ORD-Eintrag
ord-4bd4b7dab0a24d1ab48e3534a80dc8af
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07253163B2

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