Chemical process
AssigneeHammersmith Imanet Limited
InventorsFrank Brady, Sajinder Luthra, Yongjun Zhao
Life of this patent
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Abstract
The invention provides a process for preparation of a fluorohaloalkane, preferably an [18F]fluorohaloalkane of formula (I) wherein X is halo and n is an integer of from 1 to 6; which comprises: reaction of the corresponding organosilicon compound of formula (II): wherein n is as defined for the compound of formula (I); and R′, R″, and R′″ are independently selected from C1-6 alkyl and C1-6 haloalkyl; and R″ may alternatively be the group: with a compound of formula (III): wherein X is as defined for the compound of formula (I) and Y is halo. Intermediates having use in such processes are also claimed.
Claims13
A process for preparation of a fluorohaloalkane of formula (I)
- X—(CH2)n—F (I)
- wherein X is halo and n is an integer of from 1 to 6;
- which comprises:
- reacting an organosilicon compound of formula (II):
- wherein n is as defined for the compound of formula (I);
- and
- R′, R″, and R′″ are independently C1-6 alkyl or C1-6 haloalkyl;
- and
- R″ may alternatively be the group:
- with a compound of formula (III):
- XY (III)
- wherein X is as defined for the compound of formula (I) and Y is halo.
A compound of formula (II):
- wherein n is an integer of from 1 to 6;
- and
- R′ and R′″ are independently C1-6 alkyl or C1-6 haloalkyl;
- and
- R″ is the group:
A compound of formula (IIa):
- wherein n is an integer of from 1 to 6;
- and
- R′, R″, and R′″ are independently C1-6 alkyl or C1-6 haloalkyl;
- and
- R″ may alternatively be the group:
A compound of formula (IV):
- wherein n is an integer of from 1 to 6;
- R′, R″, and R′″ are independently C1-6 alkyl or C1-6 haloalkyl;
- and R″ may alternatively be the group:
- L is a group —OSO2R2 wherein R2 is C1-6 alkyl, C1-6 perfluoroalkyl, aryl, perfluoroaryl, tolyl, or perfluorotolyl;
- provided that:
- (a) when R″ is C1-6 alkyl or C1-6 haloalkyl, n is not 1;
- and
- (b) when R″ is C1-6 alkyl or C1-6 haloalkyl and n is 2 to 6, L is not —OSO2CH3 or —OSO2(para-methyl)phenyl.
Dependencies are inferred from the claim text.