LEQ-506

Base Information

• Chemical Name: LEQ-506
• CAS No.: 1204975-42-7
• Molecular Formula: C₂₅H₃₂N₆O
• Molecular Weight: 432.569

Synonyms:LEQ-506

Chemical Property of LEQ-506

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

LEQ506 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: LEQ506, is a second-generation inhibitor of smoothened (Smo) with IC50s of 2 and 4 nM in human and mouse, respectively.

Technology Process of LEQ-506

There total 6 articles about LEQ-506 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: 50.0%

(R)-4-(6-benzyl-4,5-dimethyl-pyridazin-3-yl)-2-methyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-carboxylic acid methyl ester (1204975-11-0) + methylmagnesium bromide (75-16-1) → 1-[(R)-4-(6-benzyl-4,5-dimethyl-pyridazin-3-yl)-2-methyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-yl]-ethanone (1204975-59-6) + LEQ-506 (1204975-42-7)

Guidance literature:

(R)-4-(6-benzyl-4,5-dimethyl-pyridazin-3-yl)-2-methyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-carboxylic acid methyl ester; methylmagnesium bromide; In tetrahydrofuran; diethyl ether; at -78 - 0 ℃;

With water; ammonium chloride; In tetrahydrofuran; diethyl ether; dichloromethane;

Reference yield: 50.0%

(R)-4-(6-benzyl-4,5-dimethyl-pyridazin-3-yl)-2-methyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-carboxylic acid methyl ester (1204975-11-0) + methylmagnesium bromide (75-16-1) → LEQ-506 (1204975-42-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; diethyl ether; at -78 - 0 ℃; for 2h;

DOI:10.1002/cmdc.201300217

Reference yield:

3-benzyl-4,5-dimethyl-6-((R)-3-methyl-piperazin-1-yl)-pyridazine (1204978-10-8) → LEQ-506 (1204975-42-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / 1,4-dioxane / 2 h / Reflux

2: triethylamine / tetrahydrofuran; diethyl ether / 2 h / -78 - 0 °C

With triethylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether;

DOI:10.1002/cmdc.201300217

upstream raw materials:

(R)-4-(6-benzyl-4,5-dimethyl-pyridazin-3-yl)-2-methyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-carboxylic acid methyl ester

methylmagnesium bromide

3-benzyl-4,5-dimethyl-6-((R)-3-methyl-piperazin-1-yl)-pyridazine

3-benzyl-6-chloro-4,5-dimethylpyridazine

Downstream raw materials:

2-[(R)-4-(6-benzyl-4-hydroxymethyl-5-methyl-pyridazin-3-yl)-2-methyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-yl]-propan-2-ol

2-[(R)-4-(6-benzyl-5-hydroxymethyl-4-methyl-pyridazin-3-yl)-2-methyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-yl]-propan-2-ol

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