Hydrochloric Acid → (R)-1-(3-Methyl-1,2,4-oxadiazol-5-yl)ethan-1-amine
Reaction equation
[CH3:1][C:2]1[N:6]=[C:5]([C@H:7]([NH:9]C(=O)OC(C)(C)C)[CH3:8])[O:4][N:3]=1.Cl>O1CCOCC1>[CH3:1][C:2]1[N:6]=[C:5]([C@H:7]([NH2:9])[CH3:8])[O:4][N:3]=1Participants
4
Procedure
To a solution of tert-butyl [(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]carbamate (6.0 g, 26.4 mmol) in dioxane (40 mL) was added 4 M hydrochloric acid in dioxane (30 mL). The reaction mixture was stirred for 16 h. The solution was concentrated and dried by vacuum to give hydrochloride salt of (1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethanamine (5.1 g). 1H NMR (500 MHz, CD3OD): δ 4.90-4.83 (m, 1H); 2.41 (s, 3H); 1.72 (d, J=7.0 Hz, 3H). MS 128.2 (M+1).
Workup
- concentrationThe solution was concentrated
- customdried by vacuum
Sources & evidence
- ORD record
- ord-75464fa2093d433f815b987a42a47e6f
- Source dataset
- uspto-grants-2016_01
- Patent number
- US09238647B2
Reaction notes
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