2-Aminopyridine-3-carboxamide → HCID 135899198, Verbindung

HRID 2100504Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2100504
[NH2:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].CO[C:13](=O)[CH2:14][O:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[CH:19]=1.[Li+].C[Si]([N-][Si](C)(C)C)(C)C>C1COCC1>[F:24][C:20]1[CH:19]=[C:18]([CH2:17][CH2:16][O:15][CH2:14][C:13]2[NH:6][C:4](=[O:5])[C:3]3[CH:7]=[CH:8][CH:9]=[N:10][C:2]=3[N:1]=2)[CH:23]=[CH:22][CH:21]=1

Komponenten

5

Edukt 3

HCID 5066232-Aminopyridine-3-carboxamideHCID 2733832Lithium HexamethyldisilazideHCID 67099252[2-(3-Fluoro-phenyl)-ethoxy]-acetic acid methyl ester

Produkt 1

HCID 135899198HCID 135899198, VerbindungAusbeute 55 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A suspension of 2-amino-nicotinamide (250 mg, 1.82 mmol) and [2-(3-fluoro-phenyl)-ethoxy]-acetic acid methyl ester (464 mg, 2.18 mmol) in THF (5 ml) was treated with LiHMDS (1M THF solution, 4.6 ml) overnight at ambient temperature. The yellow suspension was filtrated, the filtrate was brought to dryness and the residue was purified by column chromatography (amino-phase silica gel, CH2Cl2/MeOH, 19/1) to give 2-[2-(3-fluoro-phenyl)-ethoxymethyl]-3H-pyrido[2,3-d]pyrimidin-4-one (303 mg, 1 mmol; 55%) as white solid. MS (m/e): 300.2 [M+H]+

Aufarbeitung

  1. filtrationThe yellow suspension was filtrated
  2. customthe residue was purified by column chromatography (amino-phase silica gel, CH2Cl2/MeOH, 19/1)

Quellen und Nachweise

ORD-Eintrag
ord-83bbf18ddbb443179660ee0a8c4a151e
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07572801B2

Notizen zur Reaktion

Wird geladen…