A⁽⁰⁸⁰⁾Z₁₂₂₈₂

Base Information

• Chemical Name: A⁽⁰⁸⁰⁾Z₁₂₂₈₂
• CAS No.: 1126367-99-4
• Molecular Formula: C₂₃H₂₀N₄O₂
• Molecular Weight: 384.437
• Mol file: 1126367-99-4.mol

Synonyms:A⁽⁰⁸⁰⁾Z₁₂₂₈₂

Chemical Property of A⁽⁰⁸⁰⁾Z₁₂₂₈₂

Chemical Property:

• Boiling Point: 568.7±50.0 °C(Predicted)
• Density: 1.284±0.06 g/cm3(Predicted)

Purity/Quality:

AZ12080282Dihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: AZ 12080282 is a novel hedgehog antagonist acting as potent inhibitors towards the SMO receptor affecting embryonic growth and development.

Technology Process of A⁽⁰⁸⁰⁾Z₁₂₂₈₂

There total 8 articles about A⁽⁰⁸⁰⁾Z₁₂₂₈₂ 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: 65.1%

5-(1H-imidazol-2-yl)-2-methylaniline hydrochloride + 4-(pyridin-2-ylmethoxy)benzoyl chloride hydrochloride (1126367-16-5) → A(080)Z12282 (1126367-99-4)

Guidance literature:

With pyridine; In dichloromethane; at 50 ℃;

Reference yield:

2-bromo-1H-imidazole (16681-56-4,151223-74-4) + (4-methyl-3-(4-(pyridin-2-ylmethoxy)benzamido)phenyl)boronic acid (1126369-28-5) → A(080)Z12282 (1126367-99-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,4-dioxane; water; at 150 ℃; for 0.666667h; Inert atmosphere; Microwave irradiation;

DOI:10.1016/j.bmcl.2012.04.104

Reference yield:

Ethyl 4-hydroxybenzoate (120-47-8) → A(080)Z12282 (1126367-99-4)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / water; acetonitrile

2: sodium hydroxide / ethanol / 20 °C / Reflux

3: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 65 h / 20 - 50 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / 1,4-dioxane; water / 0.67 h / 150 °C / Inert atmosphere; Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide; acetonitrile; 3: Suzuki coupling / 4: Suzuki coupling;

DOI:10.1016/j.bmcl.2012.04.104

upstream raw materials:

4-(pyridin-2-ylmethoxy)benzoyl chloride hydrochloride

2-bromo-1H-imidazole

(4-methyl-3-(4-(pyridin-2-ylmethoxy)benzamido)phenyl)boronic acid

2-(Bromomethyl)pyridine

Refernces

• 1、 -. "HETEROCYCLIC AMIDES USEFUL FOR THE TREATMENT OF CANCER AND PSORIASIS". Page/Page column 59-60. . Retrieved 2009/04/25.