1,1'-Carbonyldiimidazole → ethyl 2-(2-oxo-1H-imidazo[4,5-b]pyridin-3(2H)-yl)acetate
Reaction equation
[NH2:1][C:2]1[C:3]([NH:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N:4][CH:5]=[CH:6][CH:7]=1.C1N=CN([C:20](N2C=NC=C2)=[O:21])C=1>C1COCC1>[O:21]=[C:20]1[N:8]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:3]2=[N:4][CH:5]=[CH:6][CH:7]=[C:2]2[NH:1]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of ethyl N-(3-aminopyridin-2-yl)glycinate (18 g) in THF (200 mL) was added CDI (15 g) at room temperature, and the mixture was stirred at room temperature overnight. The mixture was concentrated under reduced pressure. The residual crystals were washed with AcOEt to give the title compound (5.5 g).
Workup
- concentrationThe mixture was concentrated under reduced pressure
- washThe residual crystals were washed with AcOEt
Sources & evidence
- ORD record
- ord-9528c9440c29475991617bc731da2453
- Source dataset
- uspto-grants-2016_01
- Patent number
- US09226921B2
Reaction notes
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