Dimethylformamide dimethyl acetal → HCID 178484257, Verbindung

HRID 705577Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 705577
[NH2:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]([OH:9])[N:3]=1.CO[CH:12](OC)[N:13]([CH3:15])[CH3:14]>CN(C=O)C.C(OCC)C>[F:8][C:7]1[C:2]([N:1]=[CH:12][N:13]([CH3:15])[CH3:14])=[N:3][C:4]([OH:9])=[N:5][CH:6]=1

Komponenten

5

Edukt 2

HCID 78373Dimethylformamide dimethyl acetalHCID 178509007HCID 178509007, Verbindung

Produkt 1

HCID 178484257HCID 178484257, VerbindungAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a magnetically stirred solution of 4-amino-5-fluoro-pyrimidin-2-ol* (4.00 g, 31.0 mmol) in DMF (100 mL) was added N,N-dimethylformamide dimethyl acetal (4.00 g, 34.0 mmol). The mixture was stirred at room temperature for 72 h, diluted with diethyl ether (200 mL), and filtered. The solid product was washed with heptane to give the title compound (5.23 g, 92% yield) as a white solid: mp 240-243° C.; 1H NMR (300 MHz, DMSO-d6) δ 10.7 (bs, 1H), 8.59 (s, 1H), 7.7 (d, J=5.6 Hz, 1H), 3.18 (s, 3H), 3.06 (s, 3H); HPLC-MS (ESI) m/z 185 (M+H)+, 183 (M−H)−. *4-amino-5-fluoro-pyrimidin-2-ol can be purchased commercially.

Aufarbeitung

  1. filtrationfiltered
  2. washThe solid product was washed with heptane

Quellen und Nachweise

ORD-Eintrag
ord-cd99633246f34641b2ccb0869fc18718
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09174970B2

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