Ammonium Acetate → 7-(1H-Indazol-5-yl)-5-methyl-2,3,4,7-tetrahydrothieno[3,2-b]pyridine-6-carbonitrile-1,1-dioxide

HRID 408550Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 408550
[S:1]1(=[O:8])(=[O:7])[CH2:5][CH2:4][C:3](=O)[CH2:2]1.[NH:9]1[C:17]2[C:12](=[CH:13][C:14](/[CH:18]=[C:19](/[C:22](=O)[CH3:23])\[C:20]#[N:21])=[CH:15][CH:16]=2)[CH:11]=[N:10]1.C([O-])(=O)C.[NH4+:29]>C(O)(=O)C>[NH:9]1[C:17]2[C:12](=[CH:13][C:14]([CH:18]3[C:19]([C:20]#[N:21])=[C:22]([CH3:23])[NH:29][C:3]4[CH2:4][CH2:5][S:1](=[O:8])(=[O:7])[C:2]3=4)=[CH:15][CH:16]=2)[CH:11]=[N:10]1

Komponenten

5

Edukt 3

HCID 517165Ammonium AcetateHCID 5150067dihydrothiophen-3(2H)-one 1,1-dioxideHCID 66725268(2E)-2-(1H-Indazol-5-ylmethylidene)-3-oxobutanenitrile

Produkt 1

HCID 469112177-(1H-Indazol-5-yl)-5-methyl-2,3,4,7-tetrahydrothieno[3,2-b]pyridine-6-carbonitrile-1,1-dioxide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

127 mg (0.947 mmol) dihydrothiophen-3(2H)-one-1,1-dioxide, 266 mg (0.947 mmol) (2E)-2-(1H-indazol-5-ylmethylidene)-3-oxobutanenitrile (Example 8A) and 88 mg (1.136 mmol) ammonium acetate in acetic acid (5 ml) were heated to reflux overnight. After cooling, the mixture was evaporated to dryness, and the residue was purified by preparative RP-HPLC (acetonitrile/water gradient) to yield 16 mg (5% of th.) of the title compound.

Aufarbeitung

  1. temperatureto reflux overnight
  2. temperatureAfter cooling
  3. customthe mixture was evaporated to dryness
  4. customthe residue was purified by preparative RP-HPLC (acetonitrile/water gradient)

Quellen und Nachweise

ORD-Eintrag
ord-2bc8ea5121704e49a42ab2d1caa86624
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08759341B2

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