Pyridine → 6-Chloro-2-(ethylamino)pyridine-3-carbonyl fluoride

HRID 2088856Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2088856
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH3:10])[C:5]([C:11]([OH:13])=O)=[CH:4][CH:3]=1.N1C=CC=CC=1.N1C(F)=NC(F)=NC=1[F:22]>ClCCl>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH3:10])[C:5]([C:11]([F:22])=[O:13])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 12664Cyanuric fluorideHCID 633764796-Chloro-2-(ethylamino)nicotinic acid

Produkt 1

HCID 867145746-Chloro-2-(ethylamino)pyridine-3-carbonyl fluorideAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a suspension of 10.5 g (52.3 mmol) of the compound obtained in step 1.1 in dichloromethane (250 ml) are successively added 4.2 ml (52.3 mmol) of pyridine and 8.4 ml (99.6 mmol) of cyanuric fluoride. The mixture is stirred for 3 hours at room temperature and then filtered. The solid is rinsed with dichloromethane (100 ml) and the filtrate is washed twice with ice-cold water (60 ml). The organic phase is dried over Na2SO4 and then concentrated under reduced pressure. 10.44 g of product are obtained, the form of an orange-coloured oil. Yield=99%. The product is used without purification in the following step.

Aufarbeitung

  1. filtrationfiltered
  2. washThe solid is rinsed with dichloromethane (100 ml)
  3. washthe filtrate is washed twice with ice-cold water (60 ml)
  4. dry with materialThe organic phase is dried over Na2SO4
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3e6fcac51b144091a84abeee34028be9
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08436011B2

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