N-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethanamine → HCID 44232235, Verbindung

HRID 1044333

Reaktionsgleichung

Reaktionsgleichung von HRID 1044333
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][NH:9][CH2:10][CH:11]([F:13])[F:12])=[CH:4][CH:3]=1.O[C:15]1[CH2:19][O:18][C:17](=[S:20])[CH:16]=1>C(O)(=O)C>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]([CH2:10][CH:11]([F:13])[F:12])[C:15]2[CH2:19][O:18][C:17](=[S:20])[CH:16]=2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 44604123N-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethanamineHCID 136184246HCID 136184246, Verbindung

Produkt 1

HCID 44232235HCID 44232235, VerbindungAusbeute 29,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

105 mg (0.506 mmol) of N-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethanamine (which can be prepared according to: WO 2007/115644 A1, WO 2008/009360 A2) were added to 20 mg (0.169 mMol) of 4-hydroxyfuran-2(5H)-thione (known from: R. Labruère et al., Synthesis 4163-4166, 2006) in 0.5 ml of acetic acid, and the mixture was stirred at room temperature for 14 days. Concentration under reduced pressure and purification of the residue by preparative HPLC (RP18, CH3CN—H2O) gave 15 mg (yield: 28.8% of theory) of 4-{[(6-chloropyridin-3-yl)methyl](2,2-difluoroethyl)amino}furan-2(5H)-thione.

Aufarbeitung

  1. concentrationConcentration
  2. customunder reduced pressure and purification of the residue by preparative HPLC (RP18, CH3CN—H2O)

Quellen und Nachweise

ORD-Eintrag
ord-41b80943c48249bfbf32e485443092a3
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08563584B2

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