1-(4-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)piperidin-1-yl)ethanone

Base Information

• Chemical Name: 1-(4-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)piperidin-1-yl)ethanone
• CAS No.: 953130-88-6
• Molecular Formula: C₂₁H₂₁BrN₄O₂S
• Molecular Weight: 473.393
• Mol file: 953130-88-6.mol

Synonyms:1-(4-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)piperidin-1-yl)ethanone

Chemical Property of 1-(4-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)piperidin-1-yl)ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)piperidin-1-yl)ethanone

There total 11 articles about 1-(4-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)piperidin-1-yl)ethanone 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: 95.0%

1-(1-acetylpiperidin-4-yl)-2-bromoethanone (162368-02-7) + 1-(5-bromo-3-phenoxypyridin-2-yl)thiourea (953045-99-3) → 1-(4-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)piperidin-1-yl)ethanone (953130-88-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In ethanol; at 20 - 60 ℃;

Reference yield:

5-bromo-3-phenoxy-N-(4-(piperidin-4-yl)thiazol-2-yl)pyridin-2-amine dihydrochloride + acetic anhydride (108-24-7) → 1-(4-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)piperidin-1-yl)ethanone (953130-88-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h;

Reference yield:

2-amino-3-hydroxypyridine (16867-03-1) → 1-(4-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)piperidin-1-yl)ethanone (953130-88-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 16 - 25 °C

1.2: 24 h / 110 °C

2.1: hydrogen; sodium acetate / 10 % Pd(OH)2/C / ethanol / 18 h / 1810.07 Torr

3.1: bromine / chloroform / 1 h / 0 °C

4.1: tetrahydrofuran / 20 °C

5.1: sodium hydroxide / tetrahydrofuran; water / Heating / reflux

6.1: N-ethyl-N,N-diisopropylamine / ethanol / 20 - 60 °C

With sodium hydroxide; hydrogen; bromine; sodium acetate; sodium hydride; N-ethyl-N,N-diisopropylamine; 10 % Pd(OH)2/C; In tetrahydrofuran; ethanol; chloroform; water; N,N-dimethyl-formamide;

upstream raw materials:

acetic anhydride

1-(1-acetylpiperidin-4-yl)-2-bromoethanone

1-(5-bromo-3-phenoxypyridin-2-yl)thiourea

2-amino-3-hydroxypyridine

Downstream raw materials:

methyl 3-(6-(4-(1-acetylpiperidin-4-yl)thiazol-2-ylamino)-5-phenoxypyridin-3-ylthio)propanoate

1-(4-(2-(5-(3-hydroxypropylthio)-3-phenoxypyridin-2-ylamino)thiazol-4-yl)piperidin-1-yl)ethanone

1-(4-(2-(5-(3-methylthieno[3,2-b]pyridin-7-ylthio)-3-phenoxypyridin-2-ylamino)thiazol-4-yl)piperidin-1-yl)ethanone

1-(4-(2-(3-phenoxy-5-(thieno[3,2-b]pyridin-7-ylthio)pyridin-2-ylamino)thiazol-4-yl)piperidin-1-yl)ethanone