PF-5274857

Base Information

• Chemical Name: PF-5274857
• CAS No.: 1373615-35-0
• Molecular Formula: C20H25ClN4O3S
• Molecular Weight: 436.96
• Mol file: 1373615-35-0.mol

Synonyms:CS-1206;1-(4-(5'-chloro-3,5-dimethyl-2,4'-bipyridin-2'-yl)piperazin-1-yl)-3-(methylsulfonyl)propan-1-one;QC-1145;1-(4-(5-chloro-4-(3,5-dimethylpyridin-2-yl)pyridin-2-yl)piperazin-1-yl)-3-(methylsulfonyl)propan-1-one;

Chemical Property of PF-5274857

Chemical Property:

• PSA: 91.85000
• LogP: 3.58080
• Storage Temp.: room temp
• Solubility.: H2O: soluble3mg/mL, clear (warmed)

Purity/Quality:

98% min ^*data from raw suppliers

PF-5274857 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: PF-5274857 is a potent and selective Smoothened (Smo) antagonist, inhibits Hedgehog (Hh) signaling, respectively, and can penetrate the blood–brain barrier.

Technology Process of PF-5274857

There total 5 articles about PF-5274857 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: 90.0%

3-(methylsulfonyl)propanoic acid (645-83-0) + 5'-chloro-3,5-dimethyl-2'-(piperazin-1-yl)-2,4'-bipyridine (1373615-80-5) → 1-(4-(5'-chloro-3,5-dimethyl-2,4'-bipyridin-2'-yl)piperazin-1-yl)-3-(methylsulfonyl)propan-1-one (1373615-35-0)

Guidance literature:

5'-chloro-3,5-dimethyl-2'-(piperazin-1-yl)-2,4'-bipyridine; With 4-methyl-morpholine; benzotriazol-1-ol; In dichloromethane; at 20 ℃; for 0.5h;

3-(methylsulfonyl)propanoic acid; With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

2-bromine-3,5-dimethylpyridine (92992-85-3) → 1-(4-(5'-chloro-3,5-dimethyl-2,4'-bipyridin-2'-yl)piperazin-1-yl)-3-(methylsulfonyl)propan-1-one (1373615-35-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium phosphate tribasic trihydrate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / Inert atmosphere; Reflux

2.1: cesium fluoride / dimethyl sulfoxide / 18 h / 120 °C

3.1: trifluoroacetic acid / dichloromethane / 18 h

3.2: pH 11

4.1: benzotriazol-1-ol; 4-methyl-morpholine / dichloromethane / 0.5 h / 20 °C

4.2: 18 h / 20 °C

With 4-methyl-morpholine; potassium phosphate tribasic trihydrate; benzotriazol-1-ol; cesium fluoride; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; 1.1: Suzuki Coupling;

Reference yield:

(2,5-dichloropyridin-4-yl)boronic acid (847664-64-6) → 1-(4-(5'-chloro-3,5-dimethyl-2,4'-bipyridin-2'-yl)piperazin-1-yl)-3-(methylsulfonyl)propan-1-one (1373615-35-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium phosphate tribasic trihydrate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / Inert atmosphere; Reflux

2.1: cesium fluoride / dimethyl sulfoxide / 18 h / 120 °C

3.1: trifluoroacetic acid / dichloromethane / 18 h

3.2: pH 11

4.1: benzotriazol-1-ol; 4-methyl-morpholine / dichloromethane / 0.5 h / 20 °C

4.2: 18 h / 20 °C

With 4-methyl-morpholine; potassium phosphate tribasic trihydrate; benzotriazol-1-ol; cesium fluoride; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; 1.1: Suzuki Coupling;

upstream raw materials:

3-(methylsulfonyl)propanoic acid

5'-chloro-3,5-dimethyl-2'-(piperazin-1-yl)-2,4'-bipyridine

2-bromine-3,5-dimethylpyridine

2',5'-dichloro-3,5-dimethyl-2,4'-bipyridine

Refernces