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US 2006/0041135 A1Published application
Synthesis of nicotine derivatives from nicotine
AssigneeNorth Carolina State University
InventorsDaniel Comins, Emilie Smith
Life of this patent
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Abstract
Methods of synthesizing nicotine analogs and derivatives are described. In some embodiments the methods utilize an alkyl or aryl silyl-substituted nicotine analog intermediate. Intermediates useful for the synthesis of nicotine and nicotine analogs are also described.
Claims22
1-15. (canceled)
A method of making a compound of Formula iv:
- wherein
- R2 and R6 are each independently selected from the group consisting of H, alkyl, aryl, alkenyl, alkynyl, alkoxy, and halo,
- R5a is aryl;
- and
- R7 is selected from the group consisting of consisting of H and alkyl;
- said method comprising:
- reacting a compound of formula i
- wherein
- R5 is H, and
- R20, R21 and R22 are each independently selected from the group consisting of alkyl and aryl;
- with a compound of the formula:
- in a polar organic solvent containing fluoride to produce said compound of Formula iv.
9 more elements
A method of making a compound of Formula VI:
- wherein:
- R2 and R6 are each independently selected from the group consisting of H, alkyl, aryl, alkenyl, alkynyl, alkoxy, and halo, and
- R7 is selected from the group consisting of consisting of H and alkyl;
- comprising the steps of reacting a compound of Formula V:
- with a compound of formula:
- where R14 is alkyl to produce said compound of Formula VI:
3 more elements
31-34. (canceled)
A compound selected from the group consisting of compounds of Formula II, Formula III, Formula IV, and Formula V:
- wherein:
- R2, R5, and R6 are each independently selected from the group consisting of H, alkyl, aryl, alkenyl, alkynyl, alkoxy, and halo,
- R7 is selected from the group consisting of consisting of H and alkyl;
- and
- R11 is selected from the group consisting of alkyl and aryl.
2 more elements
Dependencies are inferred from the claim text.