ECSP993225A - SYNTHESIS OF USEFUL INTERMEDIARIES TO PREPARE TRICYCLIC COMPOUNDS (CASE CDO 960K) - Google Patents
SYNTHESIS OF USEFUL INTERMEDIARIES TO PREPARE TRICYCLIC COMPOUNDS (CASE CDO 960K)Info
- Publication number
- ECSP993225A ECSP993225A ECSP993225A ECSP993225A EC SP993225 A ECSP993225 A EC SP993225A EC SP993225 A ECSP993225 A EC SP993225A EC SP993225 A ECSP993225 A EC SP993225A
- Authority
- EC
- Ecuador
- Prior art keywords
- graph
- compound
- formula
- group
- prepare
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 9
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 125000001072 heteroaryl group Chemical group 0.000 abstract 3
- 238000000034 method Methods 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 125000001475 halogen functional group Chemical group 0.000 abstract 2
- 150000002466 imines Chemical class 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 abstract 1
- 230000001387 anti-histamine Effects 0.000 abstract 1
- 239000000739 antihistaminic agent Substances 0.000 abstract 1
- 229940125715 antihistaminic agent Drugs 0.000 abstract 1
- 229910002091 carbon monoxide Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000012024 dehydrating agents Substances 0.000 abstract 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
- 239000003528 protein farnesyltransferase inhibitor Substances 0.000 abstract 1
Landscapes
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Indole Compounds (AREA)
Abstract
Se describe un proceso para preparar un compuesto que tiene la siguiente fórmula (gráfico), donde R, R1, R2, R3 y R4 se selccionan independientemente del grupo formado por H, Br, Cl, F, alquilo o alcoxi dicho proceso comprende: (A) hacer reaccionar un compuesto que tiene la fórmula (gráfico), donde Ra, Rb, Rc, Rd y Re se selccionan independientemente del grupo formado por H, halo, alquilo o alcoxi y R5 es arilo o heteroarilo, con un agente deshidratante para producir una imina que tiene la fórmula (gráfico), (B) hidrolizar la imina producida en el paso (A) para producir el compuesto que tiene la fórmula (I). También se describe un proceso para preparar un compuesto que tiene la siguiente fórmula (gráfico), donde Ra, Rb, Rc, Rd y Re se selccionan independientemente del grupo formado por H, halo, alquilo o alcoxi y R5 es arilo o heteroarilo. También se decsribe un proceso para preparar un compuesto con la siguiente fórmula (gráfico), que comprende, hacer reaccionar un compuesto quetiene la fórmula (gráfico), con NH2R5 en la presencia de un catalizador de paladio, monóxido de carbono, una base y un éter seleccionado del grupo por: CH3OCH2CH2OCH3; CH3OCH2CH2OCH2CH2OCH3; CH3OCH2CH2OCH2CH2OCH2CH2OCH3, donde X es H, Br, Cl o F y R5 es arilo o heteroarilo, Los compuestos preparados por medio de estos procesos son útiles como intermediarios para preparara compuestos que son anti-histaminas o inhibidores de farnesil transferasa de proteína.A process for preparing a compound having the following formula (graph) is described, where R, R1, R2, R3 and R4 are independently selected from the group consisting of H, Br, Cl, F, alkyl or alkoxy said process comprises: ( A) reacting a compound having the formula (graph), where Ra, Rb, Rc, Rd and Re are independently selected from the group consisting of H, halo, alkyl or alkoxy and R5 is aryl or heteroaryl, with a dehydrating agent for produce an imine having the formula (graph), (B) hydrolyze the imine produced in step (A) to produce the compound having the formula (I). A process for preparing a compound having the following formula (graph) is also described, where Ra, Rb, Rc, Rd and Re are independently selected from the group consisting of H, halo, alkyl or alkoxy and R5 is aryl or heteroaryl. A process is also described to prepare a compound with the following formula (graph), which comprises, reacting a compound having the formula (graph), with NH2R5 in the presence of a palladium catalyst, carbon monoxide, a base and a ether selected from the group by: CH3OCH2CH2OCH3; CH3OCH2CH2OCH2CH2OCH3; CH3OCH2CH2OCH2CH2OCH2CH2OCH3, where X is H, Br, Cl or F and R5 is aryl or heteroaryl, Compounds prepared by these processes are useful as intermediates to prepare compounds that are anti-histamines or protein farnesyl transferase inhibitors.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ECSP993225 ECSP993225A (en) | 1999-11-18 | 1999-11-18 | SYNTHESIS OF USEFUL INTERMEDIARIES TO PREPARE TRICYCLIC COMPOUNDS (CASE CDO 960K) |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ECSP993225 ECSP993225A (en) | 1999-11-18 | 1999-11-18 | SYNTHESIS OF USEFUL INTERMEDIARIES TO PREPARE TRICYCLIC COMPOUNDS (CASE CDO 960K) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ECSP993225A true ECSP993225A (en) | 2000-09-22 |
Family
ID=42044213
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ECSP993225 ECSP993225A (en) | 1999-11-18 | 1999-11-18 | SYNTHESIS OF USEFUL INTERMEDIARIES TO PREPARE TRICYCLIC COMPOUNDS (CASE CDO 960K) |
Country Status (1)
| Country | Link |
|---|---|
| EC (1) | ECSP993225A (en) |
-
1999
- 1999-11-18 EC ECSP993225 patent/ECSP993225A/en unknown
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