BR112023021908A2 - Processos melhorados para a preparação de dimetano sulfonato, 5-[2-[(4-metilsulfonilpiperazin-1-il)metil]-7-morfolino-tieno[2,3-c]piridin-5-il]pirimidin-2-amina) dimetano sulfonato, composto, formas cristalinas, formas cristalinas de hidrato de dimetano sulfonato, hidrato de dimetano sulfonato e processo para a preparação da forma cristalina de hidrato de dimetano sulfonato - Google Patents
Processos melhorados para a preparação de dimetano sulfonato, 5-[2-[(4-metilsulfonilpiperazin-1-il)metil]-7-morfolino-tieno[2,3-c]piridin-5-il]pirimidin-2-amina) dimetano sulfonato, composto, formas cristalinas, formas cristalinas de hidrato de dimetano sulfonato, hidrato de dimetano sulfonato e processo para a preparação da forma cristalina de hidrato de dimetano sulfonatoInfo
- Publication number
- BR112023021908A2 BR112023021908A2 BR112023021908A BR112023021908A BR112023021908A2 BR 112023021908 A2 BR112023021908 A2 BR 112023021908A2 BR 112023021908 A BR112023021908 A BR 112023021908A BR 112023021908 A BR112023021908 A BR 112023021908A BR 112023021908 A2 BR112023021908 A2 BR 112023021908A2
- Authority
- BR
- Brazil
- Prior art keywords
- sulfonate
- dimethane
- hydrate
- preparation
- dimetane
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 6
- CQVKMVQRSNNAGO-UHFFFAOYSA-N 2-[4-formyl-3-methyl-n-(2-methylsulfonyloxyethyl)anilino]ethyl methanesulfonate Chemical compound CC1=CC(N(CCOS(C)(=O)=O)CCOS(C)(=O)=O)=CC=C1C=O CQVKMVQRSNNAGO-UHFFFAOYSA-N 0.000 title abstract 5
- QLYCZINKZANMRY-UHFFFAOYSA-N methanesulfonic acid;hydrate Chemical compound O.CS(O)(=O)=O.CS(O)(=O)=O QLYCZINKZANMRY-UHFFFAOYSA-N 0.000 title abstract 5
- 150000001875 compounds Chemical class 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 3
- IMKNPBUMAAHTIS-UHFFFAOYSA-N 5-[2-[(4-methylsulfonylpiperazin-1-yl)methyl]-7-morpholin-4-ylthieno[2,3-c]pyridin-5-yl]pyrimidin-2-amine Chemical compound CS(=O)(=O)N1CCN(CC1)CC1=CC=2C(=C(N=C(C=2)C=2C=NC(=NC=2)N)N2CCOCC2)S1 IMKNPBUMAAHTIS-UHFFFAOYSA-N 0.000 title abstract 2
- SRGKFVAASLQVBO-BTJKTKAUSA-N brompheniramine maleate Chemical compound OC(=O)\C=C/C(O)=O.C=1C=CC=NC=1C(CCN(C)C)C1=CC=C(Br)C=C1 SRGKFVAASLQVBO-BTJKTKAUSA-N 0.000 title 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 title 2
- 125000004938 5-pyridyl group Chemical group N1=CC=CC(=C1)* 0.000 abstract 2
- 230000015572 biosynthetic process Effects 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 238000003786 synthesis reaction Methods 0.000 abstract 2
- -1 4-methylsulfonylpiperazin-1-yl Chemical group 0.000 abstract 1
- 239000002246 antineoplastic agent Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- LJXQPZWIHJMPQQ-UHFFFAOYSA-N pyrimidin-2-amine Chemical compound NC1=NC=CC=N1 LJXQPZWIHJMPQQ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
processos melhorados para a preparação de dimetano sulfonato, 5-[2-[(4-metilsulfonilpiperazin-1-il)metil]-7- morfolino-tieno[2,3-c]piridin-5-il]pirimidin-2-amina) dimetano sulfonato, composto, formas cristalinas, formas cristalinas de hidrato de dimetano sulfonato, hidrato de dimetano sulfonato e processo para a preparação da forma cristalina de hidrato de dimetano sulfonato. a presente invenção descreve um processo de segunda geração aprimorado para a síntese de nrc-1111 (i, dimetano sulfonato de 5-[2-[[4- (metilsulfonil)-1-piperazinil]metil]-7-(4-morfolinil)tieno[2,3-c] piridina-5-il]-2- pirimidinamina) e nrc-1109 (ii, dimetano sulfonato de 5-[3-metil-2-[(4- metilsulfonilpiperazin-1-il)metil]-7-morfolino-tieno[2,3-c]piridin-5-il]pirimidin-2- amina). este processo é um processo econômico, de alto rendimento e industrialmente viável para a síntese de compostos de fórmulas i e ii com alta pureza. fórmula (i) fórmula (i): r = h para nrc-1111; e fórmula (ii): r = ch3 para nrc-1109; e nrc-1111 e nrc-1109 são potenciais agentes anticancerígenos.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN202141018380 | 2021-04-21 | ||
| PCT/IN2022/050363 WO2022224267A1 (en) | 2021-04-21 | 2022-04-15 | Improved process for the preparation of 7-(morpholinyl)-2-(n-piperazinyl)methylthieno[2, 3-c]pyridine derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BR112023021908A2 true BR112023021908A2 (pt) | 2023-12-19 |
Family
ID=83723591
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR112023021908A BR112023021908A2 (pt) | 2021-04-21 | 2022-04-15 | Processos melhorados para a preparação de dimetano sulfonato, 5-[2-[(4-metilsulfonilpiperazin-1-il)metil]-7-morfolino-tieno[2,3-c]piridin-5-il]pirimidin-2-amina) dimetano sulfonato, composto, formas cristalinas, formas cristalinas de hidrato de dimetano sulfonato, hidrato de dimetano sulfonato e processo para a preparação da forma cristalina de hidrato de dimetano sulfonato |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20240199637A1 (pt) |
| EP (1) | EP4326276A1 (pt) |
| JP (1) | JP2024517127A (pt) |
| CN (1) | CN117529325A (pt) |
| AU (1) | AU2022260846A1 (pt) |
| BR (1) | BR112023021908A2 (pt) |
| CA (1) | CA3216161A1 (pt) |
| CO (1) | CO2023015302A2 (pt) |
| IL (1) | IL307871A (pt) |
| MX (1) | MX2023012427A (pt) |
| WO (1) | WO2022224267A1 (pt) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2032582A1 (en) * | 2006-04-26 | 2009-03-11 | F.Hoffmann-La Roche Ag | Pyrimidine derivatives as pi3k inhibitors |
| PT3230289T (pt) * | 2014-12-11 | 2019-10-30 | Natco Pharma Ltd | Derivados de 7-(morfolinil)-2-(n-piperazinil)-metiltieno[2,3-c] piridinas como fármacos anticancro |
-
2022
- 2022-04-15 EP EP22791275.5A patent/EP4326276A1/en active Pending
- 2022-04-15 CA CA3216161A patent/CA3216161A1/en active Pending
- 2022-04-15 CN CN202280043482.1A patent/CN117529325A/zh active Pending
- 2022-04-15 MX MX2023012427A patent/MX2023012427A/es unknown
- 2022-04-15 AU AU2022260846A patent/AU2022260846A1/en active Pending
- 2022-04-15 IL IL307871A patent/IL307871A/en unknown
- 2022-04-15 US US18/556,389 patent/US20240199637A1/en active Pending
- 2022-04-15 WO PCT/IN2022/050363 patent/WO2022224267A1/en active Application Filing
- 2022-04-15 BR BR112023021908A patent/BR112023021908A2/pt unknown
- 2022-04-15 JP JP2023565128A patent/JP2024517127A/ja active Pending
-
2023
- 2023-11-14 CO CONC2023/0015302A patent/CO2023015302A2/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US20240199637A1 (en) | 2024-06-20 |
| JP2024517127A (ja) | 2024-04-19 |
| CN117529325A (zh) | 2024-02-06 |
| EP4326276A1 (en) | 2024-02-28 |
| CA3216161A1 (en) | 2022-10-27 |
| CO2023015302A2 (es) | 2023-11-20 |
| WO2022224267A1 (en) | 2022-10-27 |
| IL307871A (en) | 2023-12-01 |
| MX2023012427A (es) | 2024-02-09 |
| AU2022260846A1 (en) | 2023-11-16 |
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