(S)-N-((S)-(3-bromopyridin-2-yl)(4-(trifluoromethyl)phenyl)methyl)-2-methylpropane-2-sulfinamide

Base Information

• Chemical Name: (S)-N-((S)-(3-bromopyridin-2-yl)(4-(trifluoromethyl)phenyl)methyl)-2-methylpropane-2-sulfinamide
• CAS No.: 1416801-53-0
• Molecular Formula: C₁₇H₁₈BrF₃N₂OS
• Molecular Weight: 435.308
• Mol file: 1416801-53-0.mol

Synonyms:(S)-N-((S)-(3-bromopyridin-2-yl)(4-(trifluoromethyl)phenyl)methyl)-2-methylpropane-2-sulfinamide

Chemical Property of (S)-N-((S)-(3-bromopyridin-2-yl)(4-(trifluoromethyl)phenyl)methyl)-2-methylpropane-2-sulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-((S)-(3-bromopyridin-2-yl)(4-(trifluoromethyl)phenyl)methyl)-2-methylpropane-2-sulfinamide

There total 5 articles about (S)-N-((S)-(3-bromopyridin-2-yl)(4-(trifluoromethyl)phenyl)methyl)-2-methylpropane-2-sulfinamide 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: 82.0%

p-trifluoromethylphenyl bromide (402-43-7) + (S)-N-((3-bromopyridin-2-yl)methylene)-2-methylpropane-2-sulfinamide → (S)-N-((S)-(3-bromopyridin-2-yl)(4-(trifluoromethyl)phenyl)methyl)-2-methylpropane-2-sulfinamide (1416801-53-0)

Guidance literature:

p-trifluoromethylphenyl bromide; With magnesium; In diethyl ether; for 4h; Inert atmosphere;

(S)-N-((3-bromopyridin-2-yl)methylene)-2-methylpropane-2-sulfinamide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00518

Reference yield:

3-bromopicolinaldehyde (405174-97-2) → (S)-N-((S)-(3-bromopyridin-2-yl)(4-(trifluoromethyl)phenyl)methyl)-2-methylpropane-2-sulfinamide (1416801-53-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(II) sulfate / dichloromethane / 20 °C

2.1: magnesium / tetrahydrofuran / 4 h

2.2: 1 h / -78 °C

With copper(II) sulfate; magnesium; In tetrahydrofuran; dichloromethane;

Reference yield:

3-bromo-2-picoline (38749-79-0) → (S)-N-((S)-(3-bromopyridin-2-yl)(4-(trifluoromethyl)phenyl)methyl)-2-methylpropane-2-sulfinamide (1416801-53-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 30 h / Reflux

2.1: morpholine / 1 h / 60 °C

2.2: pH 4

3.1: copper(II) sulfate / dichloromethane / 20 °C

4.1: magnesium / tetrahydrofuran / 4 h

4.2: 1 h / -78 °C

With morpholine; N-Bromosuccinimide; copper(II) sulfate; magnesium; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; dichloromethane;

upstream raw materials:

3-bromo-2-picoline

p-trifluoromethylphenyl bromide

(S,E)-N-((3-bromopyridin-2-yl)methylene)-2-methylpropane-2-sulfinamide

3-bromopicolinaldehyde

Downstream raw materials:

(S)-tert-butyl ((3-(prop-1-yn-1-yl)pyridin-2-yl)(4-(trifluoromethyl)-phenyl)methyl)carbamate

(S)-(3-neopentylpyridin-2-yl)(4-(trifluoromethyl)phenyl)-methanamine hydrochloride

(S)-tert-butyl (pyridin-2-yl(4-(trifluoromethyl)phenyl)methyl)-carbamate

(S)-tert-Butyl (pyridin-2-yl(4-(trifluoromethyl)phenyl)methyl)-carbamate 2,2,2-trifluoroacetate