Sodium borohydride → HCID 23287283, compound
Reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]([NH:8][C:9]1[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[C:10]=1[CH2:11][NH:12][C:13]1[C:14]2[N:15]([C:19]([CH:23]=[O:24])=[C:20]([CH3:22])[N:21]=2)[CH:16]=[CH:17][CH:18]=1)=[O:7].[BH4-].[Na+]>CO>[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]([NH:8][C:9]1[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[C:10]=1[CH2:11][NH:12][C:13]1[C:14]2[N:15]([C:19]([CH2:23][OH:24])=[C:20]([CH3:22])[N:21]=2)[CH:16]=[CH:17][CH:18]=1)=[O:7]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2.8 g (7.06 mmol) of 8-{2-[(2-methoxyethoxy)carbonylamino]-6-methylbenzylamino}-2-methylimidazo[1,2-a]-pyridine-3-carboxaldehyde are reduced with sodium borohydride analogously to Example 2, methanol is distilled off in vacuo, and the residue is treated with water and ethyl acetate and adjusted to pH 9 using potassium hydrogen phosphate solution. The mixture is extracted several times with ethyl acetate, dried and concentrated in vacuo, and the residue is recrystallized from toluene/diisopropyl ether. 2.28 g (81%) of the title compound of m.p. 138°-140° C. are obtained.