(E)-tert-butyl 2-(pyridin-2-ylmethylene)hydrazinecarboxylate

Base Information

• Chemical Name: (E)-tert-butyl 2-(pyridin-2-ylmethylene)hydrazinecarboxylate
• CAS No.: 328011-57-0
• Molecular Formula: C11H15N3O2
• Molecular Weight: 221.25600
• Mol file: 328011-57-0.mol

Synonyms:

Chemical Property of (E)-tert-butyl 2-(pyridin-2-ylmethylene)hydrazinecarboxylate

Chemical Property:

• Melting Point: 148-150 °C
• PKA: 9.79±0.46(Predicted)
• PSA: 67.07000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 2.14460
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(E)-tert-butyl2-(pyridin-2-ylmethylene)hydrazinecarboxylate 97 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-tert-butyl 2-(pyridin-2-ylmethylene)hydrazinecarboxylate

There total 2 articles about (E)-tert-butyl 2-(pyridin-2-ylmethylene)hydrazinecarboxylate 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: 92.0%

pyridine-2-carbaldehyde (1121-60-4) + t-butoxycarbonylhydrazine (870-46-2) → tert-butyl 2-(pyridine-2yl-methylene)hydrazinecarboxylate (328011-57-0)

Guidance literature:

With sodium sulfate; In diethyl ether; for 12h;

DOI:10.1021/jo051887q

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 2-(pyridine-2yl-methylene)hydrazinecarboxylate (328011-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate

2: methanol / 1 h / Reflux

With hydrazine hydrate; In methanol;

DOI:10.1016/j.ejmech.2012.04.020

Reference yield:

tert-butyl 2-(pyridine-2yl-methylene)hydrazinecarboxylate (328011-57-0) → 6-[5-(4-fluorophenyl)-3-methyl-1-(pyridin-2-ylmethyl)-1H-pyrazol-4-yl]-2H-1,4-benzoxazin-3(4H)-one (1221501-65-0)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium cyanoborohydride; acetic acid / water / 2 h / 20 °C

2: dichloromethane / 20 °C

3: triethylamine; trifluoroacetic acid / isopropyl alcohol / 2 h / 80 °C

4: N-Bromosuccinimide / acetonitrile / 1 h / 20 °C

5: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 12 h / 100 °C / Inert atmosphere

With N-Bromosuccinimide; sodium cyanoborohydride; caesium carbonate; acetic acid; triethylamine; trifluoroacetic acid; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; dichloromethane; water; isopropyl alcohol; acetonitrile;

upstream raw materials:

pyridine-2-carbaldehyde

t-butoxycarbonylhydrazine

di-tert-butyl dicarbonate

Downstream raw materials:

2-{[5-(4-fluorophenyl)-3-methyl-1H-pyrazol-1-yl]methyl}pyridine

2-{[4-bromo-5-(4-fluorophenyl)-3-methyl-1H-pyrazol-1-yl]methyl}pyridine

6-[5-(4-fluorophenyl)-3-methyl-1-(pyridin-2-ylmethyl)-1H-pyrazol-4-yl]-2H-1,4-benzoxazin-3(4H)-one