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

HRID 736989Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 736989
[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-11454c6edbf0444f913b2dba4c05b24b
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07595339B2

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