Glycolic Acid → 2-Hydroxymethyl-3-methyl-5-phenylimidazo[5,4-b]pyridine

HRID 1601879Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1601879
[NH2:1][C:2]1[C:3]([NH:14][CH3:15])=[N:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][CH:7]=1.[C:16]([OH:20])(=O)[CH2:17]O>>[OH:20][CH2:16][C:17]1[N:14]([CH3:15])[C:3]2=[N:4][C:5]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)=[CH:6][CH:7]=[C:2]2[N:1]=1

Komponenten

3

Edukt 2

HCID 757Glycolic AcidHCID 108456893-Amino-2-methylamino-6-phenylpyridine

Produkt 1

HCID 108475892-Hydroxymethyl-3-methyl-5-phenylimidazo[5,4-b]pyridineAusbeute 15,3 %

Versuchsvorschrift

A procedure similar to that described in Preparation 43 was repeated, except that 4.9 g of 3-amino-2-methylamino-6-phenylpyridine (prepared as described in Preparation 109) and 5.6 g of glycolic acid were used, and that the product was purified by column chromatography through silica gel, using a gradient elution method, with mixtures of ethyl acetate and ethanol in ratios ranging from 1:0 to 10:1 by volume as the eluent, to give 0.9 g of the title compound, melting at 174-177° C.

Aufarbeitung

  1. customA procedure similar to that described in Preparation 43
  2. customthat the product was purified by column chromatography through silica gel
  3. washa gradient elution method

Quellen und Nachweise

ORD-Eintrag
ord-88bae4f0b8ed46d2b6ba05c8b2c11252
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05977365

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