Diisopropylethylamine → HCID 67319417, Verbindung

HRID 245374

Reaktionsgleichung

Reaktionsgleichung von HRID 245374
F[C:2]1[C:3]([C:9]([OH:11])=[O:10])=[N:4][CH:5]=[C:6]([F:8])[CH:7]=1.[CH3:12][C@H:13]1[O:18][C@@H:17]([CH3:19])[CH2:16][NH:15][CH2:14]1.CCN(C(C)C)C(C)C>C1COCC1.CCOC(C)=O>[CH3:19][C@@H:17]1[CH2:16][N:15]([C:2]2[C:3]([C:9]([OH:11])=[O:10])=[N:4][CH:5]=[C:6]([F:8])[CH:7]=2)[CH2:14][C@H:13]([CH3:12])[O:18]1

Komponenten

6

Edukt 3

HCID 81531DiisopropylethylamineHCID 6415002,6-Dimethylmorpholine, cis-HCID 27832623,5-Difluoropyridine-2-carboxylic acid

Produkt 1

HCID 67319417HCID 67319417, VerbindungAusbeute 102,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 3,5-difluoropicolinic acid (20.5 g, 128.86 mmol), cis-2,6-dimethylmorpholine (63.5 ml, 515.43 mmol) and DIEA (45.0 ml, 257.72 mmol) in THF (200 ml) was stirred at room temperature for 3 days. The mixture was diluted with EtOAc and extracted 3 times with aqueous Na2CO3. The aqueous layer was acidified with 1N HCl to bring pH to about 3 and was then saturated with NaCl before being extracted 10 times with EtOAc. The EtOAc layers were dried (MgSO4) and solvent was removed to give 33.5 g of product as a solid.

Aufarbeitung

  1. extractionextracted 3 times with aqueous Na2CO3
  2. extractionsaturated with NaCl before being extracted 10 times with EtOAc
  3. dry with materialThe EtOAc layers were dried (MgSO4) and solvent
  4. customwas removed

Quellen und Nachweise

ORD-Eintrag
ord-6144bb6c74bc472fad7fe332aca65051
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08658641B2

Verknüpfte Notizen

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