Glycolic Acid → 2-Hydroxymethyl-5-methoxy-3-methylimidazo[5,4-b]pyridine
反応式
[NH2:1][C:2]1[C:3]([NH:10][CH3:11])=[N:4][C:5]([O:8][CH3:9])=[CH:6][CH:7]=1.C(O)(=O)[CH2:13][OH:14].O.[C:18]1(C)C=CC=CC=1>>[OH:14][CH2:13][C:11]1[N:10]([CH3:18])[C:3]2=[N:4][C:5]([O:8][CH3:9])=[CH:6][CH:7]=[C:2]2[N:1]=1参加物
5
実験手順
A solution of 2.20 g of 3-amino-6-methoxy-2-methylaminopyridine (prepared as described in Preparation 68) and 3.30 g of glycolic acid in 40 ml of toluene was heated under reflux for 4 hours. At the end of this time, the reaction mixture was poured into water, after which it was extracted with ethyl acetate. The extract was washed with an aqueous solution of sodium chloride and dried over anhydrous sodium sulfate, after which the solvent was removed by distillation under reduced pressure. The residue was purified by column chromatography through silica gel, using a 30:1 by volume mixture of ethyl acetate and methanol as the eluent, to give 620 mg of the title compound, melting at 138°-140° C.
後処理
- temperatureunder reflux for 4 hours
- extractionafter which it was extracted with ethyl acetate
- washThe extract was washed with an aqueous solution of sodium chloride
- dry with materialdried over anhydrous sodium sulfate
- customafter which the solvent was removed by distillation under reduced pressure
- customThe residue was purified by column chromatography through silica gel
- additionby volume mixture of ethyl acetate and methanol as the eluent
出典と根拠
- ORDレコード
- ord-bb7602c650984fbe936f7527d0fac10c
- 出典データセット
- uspto-grants-1997_04
- 特許番号
- US05624935
反応ノート
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