Hydrochloric Acid → (2-Fluoropyridin-3-yl)methanamine hydrochloride

HRID 1178927Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1178927
[ClH:1].[F:2][C:3]1[N:10]=[CH:9][CH:8]=[CH:7][C:4]=1[C:5]#[N:6]>CO.[Pd]>[ClH:1].[F:2][C:3]1[C:4]([CH2:5][NH2:6])=[CH:7][CH:8]=[CH:9][N:10]=1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 27832543-Cyano-2-fluoropyridine

Produkt 1

HCID 67023208(2-Fluoropyridin-3-yl)methanamine hydrochlorideAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Add concentrated HCl (0.46 mL) to a suspension 2-fluoro-nicotinonitrile (0.34 g, 2.8 mmol) and 5% Pd/C (0.5 g) in methanol (10 mL) at RT. Stir suspension under an atmosphere of hydrogen at 1 atm. For 6 hours. Filter reaction mixture and concentrate the filtrate. Add ether to the residue, bubble HCl gas through the suspension, filter precipitate, and dry to give the title compound (0.37 g, 82%). MS (ES) 127.1 (M+1)+. 1H NMR (400 MHz, DMSO) δ: 8.65 (brs, 3H), 8.24 (m, 1H), 8.16 (m, 1H), 7.41 (m, 1H), 4.06 (m, 2H).

Aufarbeitung

  1. filtrationFilter
  2. customreaction mixture
  3. concentrationconcentrate the filtrate
  4. customAdd ether to the residue, bubble HCl gas through the suspension
  5. filtrationfilter precipitate
  6. customdry

Quellen und Nachweise

ORD-Eintrag
ord-9757d86be70445e2bd687e50c56f94cb
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07276516B2

Notizen zur Reaktion

Wird geladen…