AR127456A1 - Sintesis de [1,2,3]triazol[4,5-d]pirimidinas - Google Patents
Sintesis de [1,2,3]triazol[4,5-d]pirimidinasInfo
- Publication number
- AR127456A1 AR127456A1 ARP220102901A ARP220102901A AR127456A1 AR 127456 A1 AR127456 A1 AR 127456A1 AR P220102901 A ARP220102901 A AR P220102901A AR P220102901 A ARP220102901 A AR P220102901A AR 127456 A1 AR127456 A1 AR 127456A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- phenyl
- halo
- alkoxy
- compound
- Prior art date
Links
- QWENRTYMTSOGBR-UHFFFAOYSA-N 1H-1,2,3-Triazole Chemical compound C=1C=NNN=1 QWENRTYMTSOGBR-UHFFFAOYSA-N 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 title 1
- 150000003230 pyrimidines Chemical class 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000005843 halogen group Chemical group 0.000 abstract 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 2
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 125000005059 halophenyl group Chemical group 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- -1 -OH Chemical group 0.000 abstract 1
- MAYZWDRUFKUGGP-UHFFFAOYSA-N 1-[5-tert-butyl-3-[(1-methyltetrazol-5-yl)methyl]triazolo[4,5-d]pyrimidin-7-yl]pyrrolidin-3-ol Chemical compound CN1N=NN=C1CN1C2=NC(C(C)(C)C)=NC(N3CC(O)CC3)=C2N=N1 MAYZWDRUFKUGGP-UHFFFAOYSA-N 0.000 abstract 1
- GIIGHSIIKVOWKZ-UHFFFAOYSA-N 2h-triazolo[4,5-d]pyrimidine Chemical class N1=CN=CC2=NNN=C21 GIIGHSIIKVOWKZ-UHFFFAOYSA-N 0.000 abstract 1
- 229910003827 NRaRb Inorganic materials 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 abstract 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical group [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Abstract
La presente invención se refiere a un proceso para la preparación de derivados de [1,2,3]triazolo[4,5-d]pirimidina útiles como compuestos farmacéuticamente activos, en particular, 1-[5-ter-butil-3-[(1-metiltetrazol-5-il)metil]triazolo[4,5-d]pirimidin-7-il]pirrolidin-3-ol. Reivindicación 1: Un proceso para la preparación del compuesto de fórmula (1) o una sal farmacéuticamente aceptable, en donde R¹ es halógeno, -OH, -NRᵃRᵇ, alcoxi (C₁-C₆), alquil (C₁-C₆), -O(O)CRᶜ o -NRᵃC(O)Rᶜ; Rᵃ y Rᵇ se eligen independientemente de H, alquilo (C₁-C₆), alcoxi (C₁-C₆), halo-alquil (C₁-C₆), fenilo, halo-fenilo o alquil (C₁-C₆)-fenilo; Rᶜ se elige independientemente de H, alquil (C₁-C₆), alcoxi (C₁-C₆), -OH, halo-alquil (C₁-C₆), fenilo, halo-fenilo o alquil (C₁-C₆)-fenilo; que comprende hacer reaccionar un compuesto de fórmula (2), sales de este, un tautómero de este o una mezcla de tautómeros de este con un compuesto de fórmula (3) en donde X es halógeno, triflato o tosilo; en presencia de un ácido orgánico.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP21205140 | 2021-10-28 | ||
| EP22155794 | 2022-02-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR127456A1 true AR127456A1 (es) | 2024-01-24 |
Family
ID=84361902
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP220102901A AR127456A1 (es) | 2021-10-28 | 2022-10-26 | Sintesis de [1,2,3]triazol[4,5-d]pirimidinas |
Country Status (3)
| Country | Link |
|---|---|
| AR (1) | AR127456A1 (es) |
| TW (1) | TW202334152A (es) |
| WO (1) | WO2023072978A1 (es) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| UA111640C2 (uk) | 2011-11-08 | 2016-05-25 | Ф. Хоффманн-Ля Рош Аг | ПОХІДНІ [1,2,3]ТРИАЗОЛО[4,5-d]ПІРИМІДИНУ ЯК АГОНІСТИ КАНАБІНОЇДНОГО РЕЦЕПТОРА 2 |
| US9067943B2 (en) * | 2011-11-25 | 2015-06-30 | Hoffmann-La Roche Inc. | [1,2,3]triazolo[4,5-D]pyrimidine derivatives |
-
2022
- 2022-10-26 AR ARP220102901A patent/AR127456A1/es unknown
- 2022-10-26 WO PCT/EP2022/079854 patent/WO2023072978A1/en unknown
- 2022-10-27 TW TW111140956A patent/TW202334152A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| TW202334152A (zh) | 2023-09-01 |
| WO2023072978A1 (en) | 2023-05-04 |
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