Hydrochloric Acid → 6-Cyclopropylpyridin-2-amine
Reaction equation
[CH:1]1([C:4]2[N:9]=[C:8]([NH:10]C(=O)C(C)(C)C)[CH:7]=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.Cl>O1CCOCC1.C(OCC)(=O)C>[CH:1]1([C:4]2[N:9]=[C:8]([NH2:10])[CH:7]=[CH:6][CH:5]=2)[CH2:3][CH2:2]1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 90 °C
Procedure
To a solution of N-(6-cyclopropylpyridin-2-yl)pivalamide (4.25 gm, 19.49 mmol) in dioxane (34 ml) was added 9N HCl (34 ml). The mixture was stirred for 18 hours at 90° C. After cooling to 25° C., the pH of the reaction was adjusted with to achieve pH-9. The solution was diluted with ethyl acetate (200 ml) quantity and washed with saturated sodium bicarbonate. Next, the organic portion was dried over sodium sulfate and concentrated to get 2 gm (77.5% yield) clear oil.
Workup
- temperatureAfter cooling to 25° C.
- washwashed with saturated sodium bicarbonate
- dry with materialNext, the organic portion was dried over sodium sulfate
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-6a034a10a9ee499ab6e3d2523d91d625
- Source dataset
- uspto-grants-2016_05
- Patent number
- US09353107B2
Reaction notes
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