(S)-6-[2-(4-fluorophenyl)-6-(hydroxymethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl]-2-(2-tolyl)-2,3-dihydropyridazin-3-one

Base Information

• Chemical Name: (S)-6-[2-(4-fluorophenyl)-6-(hydroxymethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl]-2-(2-tolyl)-2,3-dihydropyridazin-3-one
• CAS No.: 928344-13-2
• Molecular Formula: C₂₄H₂₂FN₅O₂
• Molecular Weight: 431.469
• Mol file: 928344-13-2.mol

Synonyms:(S)-6-[2-(4-fluorophenyl)-6-(hydroxymethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl]-2-(2-tolyl)-2,3-dihydropyridazin-3-one

Chemical Property of (S)-6-[2-(4-fluorophenyl)-6-(hydroxymethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl]-2-(2-tolyl)-2,3-dihydropyridazin-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-6-[2-(4-fluorophenyl)-6-(hydroxymethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl]-2-(2-tolyl)-2,3-dihydropyridazin-3-one

There total 26 articles about (S)-6-[2-(4-fluorophenyl)-6-(hydroxymethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl]-2-(2-tolyl)-2,3-dihydropyridazin-3-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: 82.0%

ethyl 2-(4-fluorophenyl)-3-[1-(2-methylphenyl)-6-oxo-1,6-dihydropyridazin-3-yl]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-6-carboxylate → 6-[2-(4-fluorophenyl)-6-(hydroxymethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl]-2-(2-methylphenyl)pyridazin-3(2H)-one (928343-61-7,928344-12-1,928344-13-2)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/jm3008008

Reference yield:

6-[2-(4-fluorophenyl)-6-(hydroxymethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl]-2-(2-methylphenyl)pyridazin-3(2H)-one (928343-61-7,928344-12-1,928344-13-2) → A(404)S1977 (928344-12-1) + (S)-6-[2-(4-fluorophenyl)-6-(hydroxymethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl]-2-(2-tolyl)-2,3-dihydropyridazin-3-one (928344-13-2)

Guidance literature:

With DAICEL Chiralcel OJ-H column (25 cm × 0.46 cm); In methanol; ethanol; hexane; isopropyl alcohol; acetonitrile; at 40 ℃; for 0.5h; Resolution of racemate;

DOI:10.1021/jm3008008

Reference yield:

ethyl 3-{[tert-butyl(dimethyl)silyl]oxy}-2-{[(phenoxycarbothioyl)amino]methyl}propanoate (1397262-09-7) → 6-[2-(4-fluorophenyl)-6-(hydroxymethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl]-2-(2-methylphenyl)pyridazin-3(2H)-one (928343-61-7,928344-12-1,928344-13-2)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrazine hydrate / ethanol / 8 h / 20 - 40 °C

2: ethanol; acetic acid / 14 h / 60 °C

3: methanesulfonyl chloride; triethylamine / acetonitrile / 6 h / 100 °C

4: lithium borohydride / tetrahydrofuran / 2 h / 20 °C

With lithium borohydride; hydrazine hydrate; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; ethanol; acetic acid; acetonitrile;

DOI:10.1021/jm3008008

upstream raw materials:

ethyl 3-{[tert-butyl(dimethyl)silyl]oxy}-2-{[(phenoxycarbothioyl)amino]methyl}propanoate

ethyl 3-{[tert-butyl(dimethyl)silyl]oxy}-2-{[(hydrazinocarbothioyl)amino]methyl}propanoate

3-chloro-6-methylpyridazine

ethyl 3-({3-(4-fluorophenyl)-4-[1-(2-methylphenyl)-6-oxo-1,6-dihydropyridazin-3-yl]-1H-pyrazol-5-yl}amino)-2-(hydroxymethyl)propanoate

Downstream raw materials:

6-[2-(4-fluorophenyl)-6-(iodomethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl]-2-(2-methylphenyl)pyridazin-3(2H)-one

A⁽⁴⁰⁴⁾S₁₉₇₇

6-[2-(4-fluorophenyl)-6-methylene-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl]-2-(2-methylphenyl)pyridazin-3(2H)-one