17-10-2013 дата публикации
Номер: US20130274460A1
The invention provides electrophilic monohalomethylating reagents, methods for their preparation and methods for preparation of monohalomethylated biologically active compounds using such reagents. Typical monohalomethyl groups transferred are FH2C—, CIH2C— and others. The reagents used for transferal of the groups are described by Formulae A-D: wherein: X═F, CI, Br, I, sulfonate esters, phosphate esters or another leaving group; R11=tetrafluoroborates, inflates, halogen, perchlorate, sulfates, phosphates or carbonates The other variables are as defined in the claims. 2. A compound according to wherein for any of compounds A claim 1 , B claim 1 , C or D the said leaving group is the conjugated base of a strong acid or is a weak base.3. A compound of formula A according to claim 1 , wherein:X═F, Cl or Br; and{'sub': 1', '10, 'R1, R2, R3, R4, R5, R6, R7, R8, R9, R10=H or alkyl or C-Calkyl; and'}R11=tetrafluoroborate or triflato.4. A compound of formula A according to claim 3 , wherein:R1, R2, R3, R4, R5, R6, R7, R8, R9, R10=H or methyl.5. A compound of formula B according to claim 1 , wherein:X═F, Cl or Br; and{'sub': 1', '10, 'R1, R2, R3, R4, R5=H or alkyl or C-Calkyl; and'}R11=tetrafluoroborate or triflato; andR12=resin or naphthalene.6. A compound of formula B according to claim 5 , wherein:R1, R2, R3, R4, R5=H or methyl.7. A compound of formula C according to claim 1 , whereinX═F, Cl or Br; andR13=naphthalene; and{'sub': 1', '10, 'R6, R7, R8, R9, R10=H or alkyl or C-Calkyl; and'}R11=tetrafluoroborate or triflato.8. A compound of formula C according to claim 7 , whereinR6, R7, R8, R9, R10=H or methyl.9. A process for making an organic biologically active compound containing a “CHX” moiety claim 7 , or an intermediate therefor claim 7 , which process comprises the step of monohalomethylation claim 7 , wherein the monohalomethylating reagent used is a compound of formula A claim 7 , B claim 7 , C or D according to any one of to .10. A process according to wherein the ...
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