N-(4-allyl-1-tosylpiperidin-4-yl)-4,6-dichloropyrimidin-2-amine

Base Information

• Chemical Name: N-(4-allyl-1-tosylpiperidin-4-yl)-4,6-dichloropyrimidin-2-amine
• CAS No.: 1609547-75-2
• Molecular Formula: C₁₉H₂₂Cl₂N₄O₂S
• Molecular Weight: 441.381
• Mol file: 1609547-75-2.mol

Synonyms:N-(4-allyl-1-tosylpiperidin-4-yl)-4,6-dichloropyrimidin-2-amine

Chemical Property of N-(4-allyl-1-tosylpiperidin-4-yl)-4,6-dichloropyrimidin-2-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-allyl-1-tosylpiperidin-4-yl)-4,6-dichloropyrimidin-2-amine

There total 2 articles about N-(4-allyl-1-tosylpiperidin-4-yl)-4,6-dichloropyrimidin-2-amine 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: 28.0%

2,4,6-trichloropyrimidine (3764-01-0) + 4-allyl-1-tosylpiperidin-4-amine (1414889-98-7) → N-(4-allyl-1-tosylpiperidin-4-yl)-2,6-dichloropyrimidin-4-amine (1414889-99-8) + N-(4-allyl-1-tosylpiperidin-4-yl)-4,6-dichloropyrimidin-2-amine (1609547-75-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 90 ℃; for 72h; Inert atmosphere; Sealed tube;

DOI:10.1021/ol501104h

Reference yield:

N-tosyl-4-piperidone (33439-27-9) → N-(4-allyl-1-tosylpiperidin-4-yl)-2,6-dichloropyrimidin-4-amine (1414889-99-8) + N-(4-allyl-1-tosylpiperidin-4-yl)-4,6-dichloropyrimidin-2-amine (1609547-75-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ammonia / methanol / 0.25 h / 20 °C / Inert atmosphere

1.2: 16 h / 20 °C / Inert atmosphere

2.1: triethylamine / tetrahydrofuran / 72 h / 90 °C / Inert atmosphere; Sealed tube

With ammonia; triethylamine; In tetrahydrofuran; methanol;

DOI:10.1021/ol501104h

Reference yield: 99.0%

S-cyanomethyl O-ethyl carbonodithioate (59463-54-6) + N-(4-allyl-1-tosylpiperidin-4-yl)-4,6-dichloropyrimidin-2-amine (1609547-75-2) → S-(4-cyano-1-(4-((4,6-dichloropyrimidin-2-yl)amino)-1-tosylpiperidin-4-yl)butan-2-yl) O-ethyl carbonodithioate (1609547-77-4)

Guidance literature:

With dilauryl peroxide; In ethyl acetate; Inert atmosphere; Reflux;

DOI:10.1021/ol501104h

upstream raw materials:

N-tosyl-4-piperidone

2,4,6-trichloropyrimidine

4-allyl-1-tosylpiperidin-4-amine

Downstream raw materials:

6'-chloro-1-tosyl-4'-(2,2,2-trifluoroethyl)-3',4'-dihydrospiro[piperidine-4,2'-pyrimido[1,2-a]pyrimidin]-8'-(1'H)-one

2-(2-(6'-chloro-8'-oxo-1-tosyl-1',3',4',8'-tetrahydrospiro[piperidine-4,2'-pyrimido[1,2-a]pyrimidin]-4'-yl)ethyl)isoindoline-1,3-dione

C₂₁H₂₅Cl₂N₅O₂S

3-(6'-chloro-8'-oxo-1-tosyl-1',3',4',8'-tetrahydrospiro[piperidine-4,2'-pyrimido[1,2-a]pyrimidin]-4'-yl)propanenitrile