[3-(6-benzylamino-pyridazin-3-yl)-allyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [3-(6-benzylamino-pyridazin-3-yl)-allyl]-carbamic acid tert-butyl ester
• CAS No.: 468060-37-9
• Molecular Formula: C₁₉H₂₄N₄O₂
• Molecular Weight: 340.425
• Mol file: 468060-37-9.mol

Synonyms:[3-(6-benzylamino-pyridazin-3-yl)-allyl]-carbamic acid tert-butyl ester

Chemical Property of [3-(6-benzylamino-pyridazin-3-yl)-allyl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-(6-benzylamino-pyridazin-3-yl)-allyl]-carbamic acid tert-butyl ester

There total 2 articles about [3-(6-benzylamino-pyridazin-3-yl)-allyl]-carbamic acid tert-butyl ester 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: 69.0%

N-benzyl-6-chloro-3-aminopyridazin (1496-85-1) + (E)-tert-butyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-yl)carbamate (468060-28-8) → [3-(6-benzylamino-pyridazin-3-yl)-allyl]-carbamic acid tert-butyl ester (468060-37-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,2-dimethoxyethane; water; for 18h; Heating;

DOI:10.1016/S0040-4039(02)00947-4

Reference yield:

N-tert-Butoxycarbonyl-1-amino-3-propyne (92136-39-5) → [3-(6-benzylamino-pyridazin-3-yl)-allyl]-carbamic acid tert-butyl ester (468060-37-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (-)-α-pinene; BH3*Me2S / tetrahydrofuran / 16 h / 0 °C

1.2: tetrahydrofuran / 5 h / 20 °C

1.3: 54 percent / tetrahydrofuran; heptane / 3 h / 20 °C

2.1: 69 percent / Pd(PPh₃)4; K₂CO₃ / 1,2-dimethoxy-ethane; H₂O / 18 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimethylsulfide borane complex; potassium carbonate; 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene; In tetrahydrofuran; 1,2-dimethoxyethane; water; 2.1: Suzuki cross-coupling reaction;

DOI:10.1016/S0040-4039(02)00947-4

Reference yield: 100.0%

[3-(6-benzylamino-pyridazin-3-yl)-allyl]-carbamic acid tert-butyl ester (468060-37-9) → [6-((E)-3-Amino-propenyl)-pyridazin-3-yl]-benzyl-amine

Guidance literature:

With methanol; acetyl chloride; In ethyl acetate; at 20 ℃; for 6h;

DOI:10.1016/S0040-4039(02)00947-4

upstream raw materials:

N-benzyl-6-chloro-3-aminopyridazin

(E)-tert-butyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-yl)carbamate

N-tert-Butoxycarbonyl-1-amino-3-propyne