Methanol → 8-(6-Acetyl-4-ethoxy-7-methyl-5,8-dihydropyrido[2,3-d]pyrimidin-5-yl)-2-methyl-4H-chromen-4-one

HRID 1947250Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1947250
[C:1]([C:4]1[CH:5]([C:16]2[CH:17]=[CH:18][CH:19]=[C:20]3[C:25]=2[O:24][C:23]([CH3:26])=[CH:22][C:21]3=[O:27])[C:6]2[C:11](=[O:12])[NH:10][CH:9]=[N:8][C:7]=2[NH:13][C:14]=1[CH3:15])(=[O:3])[CH3:2].F[B-](F)(F)F.[CH2:33]([O+](CC)CC)[CH3:34].CO>ClCCl>[C:1]([C:4]1[CH:5]([C:16]2[CH:17]=[CH:18][CH:19]=[C:20]3[C:25]=2[O:24][C:23]([CH3:26])=[CH:22][C:21]3=[O:27])[C:6]2[C:11]([O:12][CH2:33][CH3:34])=[N:10][CH:9]=[N:8][C:7]=2[NH:13][C:14]=1[CH3:15])(=[O:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 2723982Triethyloxonium tetrafluoroborateHCID 1361308496-Acetyl-7-methyl-5-(2-methyl-4-oxo-4H-chromen-8-yl)-5,8-dihydropyrido[2,3-d]pyrimidin-4(3H)-one

Produkt 1

HCID 236279908-(6-Acetyl-4-ethoxy-7-methyl-5,8-dihydropyrido[2,3-d]pyrimidin-5-yl)-2-methyl-4H-chromen-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

140 mg (0.38 mmol) of 6-acetyl-7-methyl-5-(2-methyl-4-oxo-4H-chromen-8-yl)-5,8-dihydropyrido[2,3-d]pyrimidin-4(3H)-one are suspended under an argon atmosphere in dichloromethane (7 ml), 219 mg (1.15 mmol) of triethyloxonium tetrafluoroborate are added, and the mixture is stirred at RT for 12 h. The reaction mixture is then mixed with methanol and concentrated. The residue is purified by preparative HPLC to result in 9 mg (6% of theory) of the title compound are obtained as a white solid.

Aufarbeitung

  1. concentrationconcentrated
  2. customThe residue is purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-66b20ada06bd4533b5f7e3c2bd041e20
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08399471B2

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