(1S,4S)-tert-butyl 5-(6-phenylpyridazin-3-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

Base Information

• Chemical Name: (1S,4S)-tert-butyl 5-(6-phenylpyridazin-3-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate
• CAS No.: 274681-10-6
• Molecular Formula: C₂₀H₂₄N₄O₂
• Molecular Weight: 352.436
• Mol file: 274681-10-6.mol

Synonyms:(1S,4S)-tert-butyl 5-(6-phenylpyridazin-3-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

Chemical Property of (1S,4S)-tert-butyl 5-(6-phenylpyridazin-3-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,4S)-tert-butyl 5-(6-phenylpyridazin-3-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

There total 2 articles about (1S,4S)-tert-butyl 5-(6-phenylpyridazin-3-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate 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: 78.0%

(1S,4S)-tert-butyl 5-(6-chloropyridazin-3-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (286946-12-1) + phenylboronic acid (98-80-6) → (1S,4S)-tert-butyl 5-(6-phenylpyridazin-3-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (274681-10-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; acetonitrile; at 20 ℃; for 18h; Inert atmosphere; Reflux;

DOI:10.1016/j.ejmech.2015.03.025

Reference yield: 56.0%

3-chloro-6-phenylpyradazine (20375-65-9) + (1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (113451-59-5,174823-32-6) → (1S,4S)-tert-butyl 5-(6-phenylpyridazin-3-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (274681-10-6)

Guidance literature:

With triethylamine; In toluene; at 100 ℃; for 168h;

Reference yield: 96.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (1S,4S)-tert-butyl 5-(6-phenylpyridazin-3-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (274681-10-6) → (1S,4S)-2-methyl-5-(6-phenylpyridazin-3-yl)-2,5-diazabicyclo[2.2.1]heptane (274680-37-4)

Guidance literature:

formaldehyd; (1S,4S)-tert-butyl 5-(6-phenylpyridazin-3-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate; With formic acid; water; at 100 ℃; for 1h;

With ammonia; In methanol; dichloromethane; water;

upstream raw materials:

3-chloro-6-phenylpyradazine

(1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

(1S,4S)-tert-butyl 5-(6-chloropyridazin-3-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

phenylboronic acid

Downstream raw materials:

(1S,4S)-2-methyl-5-(6-phenylpyridazin-3-yl)-2,5-diazabicyclo[2.2.1]heptane