2-Fluoro-3-(tributylstannyl)pyridine → 3-(2-Fluoropyridin-3-yl)-2-(2-ethylaminopyridin-3-yl)thiophene

HRID 580823Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 580823
Br[C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]1[C:8]([NH:13][CH2:14][CH3:15])=[N:9][CH:10]=[CH:11][CH:12]=1.[F:16][C:17]1[C:22]([Sn](CCCC)(CCCC)CCCC)=[CH:21][CH:20]=[CH:19][N:18]=1>CN1CCCC1=O.C(OCC)(=O)C.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[F:16][C:17]1[C:22]([C:2]2[CH:6]=[CH:5][S:4][C:3]=2[C:7]2[C:8]([NH:13][CH2:14][CH3:15])=[N:9][CH:10]=[CH:11][CH:12]=2)=[CH:21][CH:20]=[CH:19][N:18]=1

Komponenten

6

Edukt 2

HCID 110903192-Fluoro-3-(tributylstannyl)pyridineHCID 154085693-Bromo-2-(2-ethylaminopyridin-3-yl)thiophene

Produkt 1

HCID 154085703-(2-Fluoropyridin-3-yl)-2-(2-ethylaminopyridin-3-yl)thiopheneAusbeute 31,2 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 178418476HCID 178418476, VerbindungKatalysatorHCID 8857Ethyl AcetateLösungsmittelHCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

A mixture of 3-bromo-2-(2-ethylaminopyridin-3-yl)thiophene (0.085 g), 2-fluoro-3-tributylstannylpyridine (0.26 g) and Pd(Ph3P)2Cl2 (0.014 g) in N-methylpyrrolidinone (2 mL) was heated at 75° C. under argon for 1 day. The mixture was diluted with ethyl acetate, washed, dried, filtered and evaporated. The residue was chromatographed to give 3-(2-fluoropyridin-3-yl)-2-(2-ethylaminopyridin-3-yl)thiophene (0.028 g). mp 86-89° C.

Aufarbeitung

  1. washwashed
  2. customdried
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was chromatographed

Quellen und Nachweise

ORD-Eintrag
ord-400e687eb1fa41a78c0b0bd83bded3a1
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05919779

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