Triacetoxyperiodinane → HCID 57732435, Verbindung

HRID 1365068Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1365068
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[CH:10][C:11]([F:22])=[C:12]([CH:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[OH:15])[CH:13]=2)[CH:5]=[CH:4][N:3]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[CH:10][C:11]([F:22])=[C:12]([C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[O:15])[CH:13]=2)[CH:5]=[CH:4][N:3]=1

Komponenten

4

Edukt 2

HCID 159087TriacetoxyperiodinaneHCID 57732438HCID 57732438, Verbindung

Produkt 1

HCID 57732435HCID 57732435, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A round-bottomed flask was charged with [5-(2-amino-4-pyrimidinyl)-2-fluorophenyl]-(phenyl)methanol and dissolved in methylene chloride (10 mL). The resulting solution was treated with Dess-Martin periodinane and stirred at room temperature for 30 min. The reaction was quenched with a saturated solution of sodium bicarbonate, then the organic layer was removed, dried over magnesium sulfate and concentrated. The residue was purified by silica gel chromatography to provide [5-(2-amino-4-pyrimidinyl)-2-fluorophenyl](phenyl)methanone (30 mg) as a white powder. H1 NMR (d6-dmso): 8.28-8.36 (m, 2H), 8.27 (dd, 1H), 7.79 (d, 2H), 7.70 (t, 1H), 7.56 (t, 2H), 7.50 (dd, 1H), 7.17 (d, 1H), 6.71 (br s, 2H). Mass (ES+)=294.1 (100%).

Aufarbeitung

  1. customThe reaction was quenched with a saturated solution of sodium bicarbonate
  2. customthe organic layer was removed
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-06f5dfc0c96c4255ad352841ccf2743a
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07888503B2

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