tert-Butyl 3-(1H-imidazol-2-yl)azetidine-1-carboxylate → 2-(azetidin-3-yl)-1H-imidazole
Reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH:6]1[CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7]1>C(Cl)Cl>[NH:8]1[CH2:9][CH:6]([C:2]2[NH:1][CH:5]=[CH:4][N:3]=2)[CH2:7]1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of tert-butyl 3-(1H-imidazol-2-yl)azetidine-1-carboxylate (36 mg, 0.16 mmol) in DCM (1 mL) is added boron trifluoride diethyl ether complex (40 μL, 0.318 mmol). After 2 h the reaction mixture is quenched with water (11 μL). MeOH is added and the reaction mixture is concentrated under reduced pressure to give crude 2-(azetidin-3-yl)-1H-imidazole.
Workup
- customAfter 2 h the reaction mixture is quenched with water (11 μL)
- additionMeOH is added
- concentrationthe reaction mixture is concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-57913568981c4ce98146f925d343f321
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08609696B2
Reaction notes
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