Method for producing tetrafluoro compound
AssigneeNippon Soda Co., Ltd.
InventorYasuhiro Miyashita
Life of this patent
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Abstract
Provided is a method for producing a tetrafluoro nitrogen-containing heterocyclic compound such as tetrafluoropyrrolidine in good yield and at low cost. The method comprises the steps of: (A) reacting a compound represented by the formula (I) with fluorine gas to produce a tetrafluoro compound represented by the formula (II), (B) converting the tetrafluoro derivative represented by the formula (II) to a compound represented by the formula (III), and (C) reacting the compound represented by the formula (III) with an amine compound represented by the formula NH2R9 to produce a tetrafluoro nitrogen-containing heterocyclic compound represented by the formula (IV) or salt thereof.
Claims3
A method for producing a tetrafluoro compound represented by formula (II):
- wherein:
- R1 and R2 each independently represent lower alkoxyalkyl group, an optionally substituted benzyl group, a lower alkoxycarbonyl group, an acyl group, or a tri-substituted silyl group;
- R3 to R6 represent a hydrogen atom;
- and
- n1 and n2 each independently represent an integer of 1;
- the method comprising:
- reacting an alkyne compound represented by formula (I):
- wherein R1 to R6 and n1 and n2 are as defined above, with fluorine gas.
A method for producing a tetrafluoro nitrogen-containing heterocyclic compound represented by formula (IV) or a salt thereof:
- wherein
- R3 to R6 represent a hydrogen atom;
- R9 represents a hydrogen atom or a protective group for an amino group;
- and
- n1 and n2 each independently represent an integer of 1;
- comprising the steps of:
- (A) reacting a compound represented by formula (I):
- wherein:
- R1 and R2 each independently represent a lower alkoxyalkyl group, an optionally substituted benzyl group, a lower alkoxycarbonyl group, an acyl group, or a tri-substituted silyl group;
- and
- R3 to R6 and n1 and n2 are as defined above,
- with fluorine gas to produce a tetrafluoro compound represented by formula (II):
- wherein R1 to R6 and n1 and n2 are as defined above,
- (B) converting the tetrafluoro derivative represented by formula (II) to a compound represented by formula (III):
- wherein:
- R3 to R6 are as defined above;
- and
- R7 and R8 each represent a leaving group, and
- (C) reacting the compound represented by formula (III) with an amine compound represented by NH2R9, wherein R9 is as defined above, to produce the tetrafluoro nitrogen-containing heterocyclic compound represented by formula (IV).
Dependencies are inferred from the claim text.