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Ammonium Chloride → HCID 118308740, Verbindung

HRID 923507
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 923507
[C:1]([C:3]1([NH:11][C:12]([C:14]2[N:18]3[CH:19]=[CH:20][CH:21]=[C:22]([O:23][CH2:24][C:25]4[C:30]([F:31])=[CH:29][CH:28]=[CH:27][C:26]=4[F:32])[C:17]3=[N:16][C:15]=2[CH3:33])=[O:13])[CH2:8][O:7][C:6]([CH3:10])([CH3:9])[O:5][CH2:4]1)#[N:2].[Cl-].[NH4+].[N-:36]=[N+:37]=[N-:38].[Na+]>CN(C=O)C>[F:31][C:30]1[CH:29]=[CH:28][CH:27]=[C:26]([F:32])[C:25]=1[CH2:24][O:23][C:22]1[C:17]2[N:18]([C:14]([C:12]([NH:11][C:3]3([C:1]4[N:36]=[N:37][NH:38][N:2]=4)[CH2:8][O:7][C:6]([CH3:10])([CH3:9])[O:5][CH2:4]3)=[O:13])=[C:15]([CH3:33])[N:16]=2)[CH:19]=[CH:20][CH:21]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 118308702HCID 118308702, Verbindung

Produkt 1

HCID 118308740HCID 118308740, VerbindungAusbeute 96,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

Under a nitrogen gas flow, to a solution of 27.7 g of N-(5-cyano-2,2-dimethyl-1,3-dioxan-5-yl)-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridine-3-carboxamide in 280 ml of DMF were added 10.0 g of ammonium chloride and 12.0 g of sodium azide at room temperature, followed by stirring at 120° C. for 2 hours. The reaction mixture was left to be cooled to room temperature, and the insoluble materials were then separated by filtration and washed with DMF. The filtrate was added to water, followed by stirring at room temperature for 2 days. The resulting insoluble materials were separated by filtration and washed with water. The obtained residue was dried under reduced pressure to obtain 29.2 g of 8-[(2,6-difluorobenzyl)oxy]-N-[2,2-dimethyl-5-(2H-tetrazol-5-yl)-1,3-dioxan-5-yl]-2-methylimidazo[1,2-a]pyridine-3-carboxamide.

Aufarbeitung

  1. waitThe reaction mixture was left
  2. temperatureto be cooled to room temperature
  3. customthe insoluble materials were then separated by filtration
  4. washwashed with DMF
  5. additionThe filtrate was added to water
  6. stirringby stirring at room temperature for 2 days
  7. customThe resulting insoluble materials were separated by filtration
  8. washwashed with water
  9. customThe obtained residue was dried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-0811917e022849d39633f21851122eda
Quelldatensatz
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09278968B2

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