(S)-4-[2-chloro-6-((4-(difluoromethoxy)phenylsulfonyl)methyl)pyrimidin-4-yl]-3-methylmorpholine

Base Information

• Chemical Name: (S)-4-[2-chloro-6-((4-(difluoromethoxy)phenylsulfonyl)methyl)pyrimidin-4-yl]-3-methylmorpholine
• CAS No.: 1101821-18-4
• Molecular Formula: C₁₇H₁₈ClF₂N₃O₄S
• Molecular Weight: 433.863
• Mol file: 1101821-18-4.mol

Synonyms:(S)-4-[2-chloro-6-((4-(difluoromethoxy)phenylsulfonyl)methyl)pyrimidin-4-yl]-3-methylmorpholine

Chemical Property of (S)-4-[2-chloro-6-((4-(difluoromethoxy)phenylsulfonyl)methyl)pyrimidin-4-yl]-3-methylmorpholine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-[2-chloro-6-((4-(difluoromethoxy)phenylsulfonyl)methyl)pyrimidin-4-yl]-3-methylmorpholine

There total 5 articles about (S)-4-[2-chloro-6-((4-(difluoromethoxy)phenylsulfonyl)methyl)pyrimidin-4-yl]-3-methylmorpholine 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: 73.7%

2-chloro-4-(iodomethyl)-6-[(3S)-3-methylmorpholin-4-yl]pyrimidine (1009628-22-1) + sodium 4-(difluoromethoxy)benzenesulfinate (1101821-19-5) → (S)-4-[2-chloro-6-((4-(difluoromethoxy)phenylsulfonyl)methyl)pyrimidin-4-yl]-3-methylmorpholine (1101821-18-4)

Guidance literature:

In acetonitrile; at 80 ℃; for 30h; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.04.111

Reference yield:

2,6-dichloropyrimidine-4-carboxylic acid methyl ester (6299-85-0) → (S)-4-[2-chloro-6-((4-(difluoromethoxy)phenylsulfonyl)methyl)pyrimidin-4-yl]-3-methylmorpholine (1101821-18-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 18 h / 20 °C / Inert atmosphere

2.1: lithium borohydride / tetrahydrofuran / 24 h / 22 °C

3.1: triethylamine; N-ethyl-N,N-diisopropylamine; methanesulfonyl chloride / dichloromethane / 1 h / 20 °C

3.2: 20 - 90 °C

4.1: acetonitrile / 30 h / 80 °C / Inert atmosphere

With lithium borohydride; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1016/j.tetlet.2014.04.111

Reference yield:

[2-chloro-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-4-yl]methanol (1009627-23-9) → (S)-4-[2-chloro-6-((4-(difluoromethoxy)phenylsulfonyl)methyl)pyrimidin-4-yl]-3-methylmorpholine (1101821-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; N-ethyl-N,N-diisopropylamine; methanesulfonyl chloride / dichloromethane / 1 h / 20 °C

1.2: 20 - 90 °C

2.1: acetonitrile / 30 h / 80 °C / Inert atmosphere

With methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;

DOI:10.1016/j.tetlet.2014.04.111

upstream raw materials:

2-chloro-4-(iodomethyl)-6-[(3S)-3-methylmorpholin-4-yl]pyrimidine

sodium 4-(difluoromethoxy)benzenesulfinate

2,6-dichloropyrimidine-4-carboxylic acid methyl ester

methyl 2-chloro-6-[(3S)-3-methylmorpholin-4-yl]pyrimidine-4-carboxylate