Ammonia → 2-Chloro-5-(trifluoromethyl)nicotinamide
Reaction equation
[NH3:1].[Cl:2][C:3]1[N:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][C:4]=1[C:5](Cl)=[O:6]>O.O1CCOCC1.C(OCC)(=O)C>[Cl:2][C:3]1[N:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][C:4]=1[C:5]([NH2:1])=[O:6]Participants
6
Procedure
An ice-cold solution of ammonia in water was treated with a solution of 2-chloro-5-(trifluoromethyl)nicotinoyl chloride (as prepared in the previous step, 1.18 g, 4.8 mmol) in dioxane. After stirring at ice bath temperature for 1 hour, the resulting precipitate was dissolved in ethyl acetate and the organic extract dried over anhydrous sodium sulfate. Concentration in vacuo followed by drying on the high vacuum afforded the product as a white solid.
Workup
- extractionthe organic extract
- dry with materialdried over anhydrous sodium sulfate
- concentrationConcentration in vacuo
- customby drying on the high vacuum
Sources & evidence
- ORD record
- ord-4dd0051a5990483b917d9d99b0dde0f6
- Source dataset
- uspto-grants-2013_05
- Patent number
- US08436023B2
Reaction notes
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