1-methyl-6-(tetrahydro-pyran-2-yl)-2-(4-trifluoromethyl-phenyl)-1,6-dihydro-pyrrolo[2,3-d]pyridazin-7-one

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Chemical Name:1-methyl-6-(tetrahydro-pyran-2-yl)-2-(4-trifluoromethyl-phenyl)-1,6-dihydro-pyrrolo[2,3-d]pyridazin-7-one
CAS No.:868662-20-8
Molecular Formula:C₁₉H₁₈F₃N₃O₂
Molecular Weight:377.366
Hs Code.:

1-methyl-6-(tetrahydro-pyran-2-yl)-2-(4-trifluoromethyl-phenyl)-1,6-dihydro-pyrrolo[2,3-<i>d</i>]pyridazin-7-one

Synonyms:1-methyl-6-(tetrahydro-pyran-2-yl)-2-(4-trifluoromethyl-phenyl)-1,6-dihydro-pyrrolo[2,3-d]pyridazin-7-one

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Chemical Property of 1-methyl-6-(tetrahydro-pyran-2-yl)-2-(4-trifluoromethyl-phenyl)-1,6-dihydro-pyrrolo[2,3-d]pyridazin-7-one

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Technology Process of 1-methyl-6-(tetrahydro-pyran-2-yl)-2-(4-trifluoromethyl-phenyl)-1,6-dihydro-pyrrolo[2,3-d]pyridazin-7-one

There total 7 articles about 1-methyl-6-(tetrahydro-pyran-2-yl)-2-(4-trifluoromethyl-phenyl)-1,6-dihydro-pyrrolo[2,3-d]pyridazin-7-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 43.0%

: 868662-19-5
4-methylamino-2-(tetrahydro-pyran-2-yl)-5-(4-trifluoromethyl-phenylethynyl)-2H-pyridazin-3-one

: 868662-20-8
1-methyl-6-(tetrahydro-pyran-2-yl)-2-(4-trifluoromethyl-phenyl)-1,6-dihydro-pyrrolo[2,3-d]pyridazin-7-one

Guidance literature:: With sodium hexamethyldisilazane; In N,N-dimethyl acetamide; ethylene glycol; at 130 ℃; for 18h;

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 868662-20-8
1-methyl-6-(tetrahydro-pyran-2-yl)-2-(4-trifluoromethyl-phenyl)-1,6-dihydro-pyrrolo[2,3-d]pyridazin-7-one

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / TsOH / tetrahydrofuran / Heating

2: 83 percent / KOH

3: 75 percent / aq. KOH / Heating

4: TEA / CH₂Cl₂ / 0.5 h / 0 °C

5: 467 mg / Pd(PPh₃)2Cl₂; CuI; tetra-n-butylammonium iodide / TEA / tetrahydrofuran / 3 h

6: ethanol; H₂O / 2 h / 80 °C

7: 52 mg / ethylene glycol; sodium hexamethyldisilylamide / N,N-dimethyl-acetamide / 18 h / 80 °C

With bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; copper(l) iodide; TEA; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid; ethylene glycol; TEA; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; water; 5: Sonogashira coupling;
DOI:10.1021/jm051263c

Reference yield:

: 868662-13-9
trifluoro-methanesulfonic acid 5-chloro-6-oxo-1-(tetrahydro-pyran-2-yl)-1,6-dihydro-pyridazin-4-yl ester

: 868662-20-8
1-methyl-6-(tetrahydro-pyran-2-yl)-2-(4-trifluoromethyl-phenyl)-1,6-dihydro-pyrrolo[2,3-d]pyridazin-7-one

Guidance literature:: Multi-step reaction with 3 steps

1: 467 mg / Pd(PPh₃)2Cl₂; CuI; tetra-n-butylammonium iodide / TEA / tetrahydrofuran / 3 h

2: ethanol; H₂O / 2 h / 80 °C

3: 52 mg / ethylene glycol; sodium hexamethyldisilylamide / N,N-dimethyl-acetamide / 18 h / 80 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; ethylene glycol; TEA; In tetrahydrofuran; ethanol; N,N-dimethyl acetamide; water; 1: Sonogashira coupling;
DOI:10.1021/jm051263c