Claims
- 1. A method for the preparation of citalopram comprising reacting a compound of formula (I)
- 2. The method of claim 1 wherein a one-carbon group is added initially.
- 3. The method of claim 1 wherein a two-carbon chain is added initially.
- 4. The method of claim 1 or 2 wherein the carbon is added by reacting a compound of formula (I) with DMF or HCO2R′ in the presence of a base.
- 5. The method of claim 1 or 2 wherein the carbon is added by reacting a compound of formula (I) with CH2O in the presence of a base.
- 6. The method of claim 1 or 2 wherein the carbon is added by reacting a compound of formula (I) with CO2 in the presence of a base.
- 7. The method of claim 6 wherein the carboxyl-derivative is reduced to the hydroxymethyl derivative.
- 8. The method of claim 1 or 2, wherein the subsequent reactions comprise activation followed by alkylation via cuprate derivatives.
- 9. The method of claim 6, wherein the subsequent reactions comprise activation followed by alkylation via cuprate derivatives.
- 10. The method of claim 7, wherein the subsequent reactions comprise activation followed by alkylation via cuprate derivatives.
- 11. The method of claim 1 or 3 wherein the two carbon chain is added by reaction of the compound of formula (I) with CH3CN in the presence of a base.
- 12. The method of claim 1 or 3 wherein the two carbon chain is added by reaction of the compound of formula (I) with acetylene.
- 13. The method of claim 11, wherein the subsequent reactions comprise addition of CH2O and HNMe2.
- 14. The method of claim 13, wherein the subsequent reactions comprise addition of CH2O and HNMe2.
- 15. The method of claim 3 wherein the reaction is performed by subjecting a compound of formula I to a base and X(CH2)2Y wherein X and Y are leaving groups.
- 16. The method of claim 15 wherein Y is halogen.
- 17. The method of claim 1, 3, 15 or 16 wherein the compound III is reacted with MCN or CH3NO2 in the presence of base to form a compound of formula IV which is subsequently reduced and then dimethylated by CH3I or by reductive amination of CH2O
- 18. The method of claim 17 wherein the reductive reagent is NaBH4 or NaCNBH3.
- 19. The method of claim 15 wherein Mg is added to a compound of formula III followed by addition of Me2NCH2O-alkyl.
- 20. The method of claim 1 or 2 wherein the group R is not a CN group and is converted into a CN group at any stage of the reactions.
- 21. Citalopram prepared according to the method of claim 1 or 2.
Priority Claims (2)
Number |
Date |
Country |
Kind |
PA 2000 00403 |
Mar 2000 |
DK |
|
PA 2000 00414 |
Mar 2000 |
DK |
|
Parent Case Info
[0001] This application is a continuation of International application no. PCT/DK01/00159, filed Mar. 9, 2001. The prior application is hereby incorporated by reference in its entirety.
Continuations (1)
|
Number |
Date |
Country |
Parent |
PCT/DK01/00159 |
Mar 2001 |
US |
Child |
10242804 |
Sep 2002 |
US |