Tert-butyl 2-(4-(pyridin-2-YL)benzyl)hydrazinecarboxylate

Base Information

• Chemical Name: Tert-butyl 2-(4-(pyridin-2-YL)benzyl)hydrazinecarboxylate
• CAS No.: 198904-85-7
• Molecular Formula: C17H21N3O2
• Molecular Weight: 299.373
• European Community (EC) Number: 631-555-2
• DSSTox Substance ID: DTXSID40430867
• Nikkaji Number: J1.647.529G
• Wikidata: Q72504181
• Mol file: 198904-85-7.mol

Synonyms:198904-85-7;TERT-BUTYL 2-(4-(PYRIDIN-2-YL)BENZYL)HYDRAZINECARBOXYLATE;1-Boc-2-[4-(2-pyridinyl)benzylidene]hydrazine;Hydrazinecarboxylic acid, 2-[[4-(2-pyridinyl)phenyl]methyl]-, 1,1-dimethylethyl ester;Tert-butyl N-[(4-pyridin-2-ylphenyl)methylamino]carbamate;SCHEMBL6692;DTXSID40430867;T-butyl-2-[4-(pyridin-2-yl)benzyl] hydrazine carboxylate;GIMJTKJSKPENNG-UHFFFAOYSA-N;tert-butyl 2-(4-(pyridin-2-yl)benzyl)hydrazine-1-carboxylate;BCP28313;MFCD04035550;AKOS015908769;AM84683;CS-O-30831;Hydrazinecarboxylicacid,2-[[4-(2-pyridinyl)phenyl]methyl]-,1,1-dimethylethylester;AS-15477;2-[4-(2-pyridyl)benzyl]- boc-hydrazine;A4355;CS-0141577;FT-0657986;A51031;tert-butyl3-[4-(pyridin-2-yl)benzyl]carbazate;J-012848;3-[4-(2-Pyridyl)benzyl]carbazic acid tert-butyl ester;tert-butyl 2-[4-(2-pyridinyl)benzyl]hydrazinecarboxylate;tert-Butyl [[2-(4-pyridin-2-yl)benzyl)hydrazine carboxylate;N'-{[4-(pyridin-2-yl)phenyl]methyl}(tert-butoxy)carbohydrazide;TERT-BUTYL2-(4-(PYRIDIN-2-YL)BENZYL)HYDRAZINECARBOXYLATE;N'-(4-Pyridin-2-yl-benzyl)-hydrazinecarboxylic acid tert-butyl ester;tert-Butyl 2-{[4-(pyridin-2-yl)phenyl]methyl}hydrazine-1-carboxylate;Hydrazinecarboxylic acid,2-[[4-(2-pyridinyl)phenyl]methyl]-,1,1-dimethylethyl ester

Chemical Property of Tert-butyl 2-(4-(pyridin-2-YL)benzyl)hydrazinecarboxylate

Chemical Property:

• Appearance/Colour: white solid
• Melting Point: 74-77 °C
• Refractive Index: 1.555
• PKA: 10.38±0.43(Predicted)
• PSA: 63.25000
• Density: 1.117 g/cm³
• LogP: 4.05970
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 299.16337692
• Heavy Atom Count: 22
• Complexity: 346

Purity/Quality:

99% ^*data from raw suppliers

1-Boc-2-[4-(2-pyridinyl)benzylidene]hydrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NNCC1=CC=C(C=C1)C2=CC=CC=N2
• Uses: An intermediate for the preparation of antiviral protease inhibitors.

Technology Process of Tert-butyl 2-(4-(pyridin-2-YL)benzyl)hydrazinecarboxylate

There total 11 articles about Tert-butyl 2-(4-(pyridin-2-YL)benzyl)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: 99.76%

2-[4-(2-pyridinyl)phenyl]methylenehydrazinecarboxylic acid tert-butyl ester (198904-84-6) → N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine (198904-85-7)

Guidance literature:

With hydrogen; sodium carbonate; triethylamine; 5%-palladium/activated carbon; at 40 ℃; for 8h; under 760.051 Torr;

Reference yield: 99.17%

2-[4-(2-pyridinyl)phenyl]methylenehydrazinecarboxylic acid tert-butyl ester (198904-84-6) → 2-(4-methylphenyl)pyridine (4467-06-5) + N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine (198904-85-7)

Guidance literature:

With hydrogen; triethylamine; 5%-palladium/activated carbon; at 40 ℃; for 5h; under 760.051 Torr;

Reference yield: 98.0%

N-(tert-butoxycarbonyl)-N'-[4-(pyridin-2-yl)phenylmethylidene]hydrazine (857904-11-1) → N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine (198904-85-7)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; for 4h;

upstream raw materials:

N-(tert-butoxycarbonyl)-N'-[4-(pyridin-2-yl)phenylmethylidene]hydrazine

2-bromo-pyridine

4-(2'-pyridyl)benzaldehyde

1,1-dimethoxy-1-(4-bromophenyl)methane

Downstream raw materials:

1-(4-(pyridin-2-yl)benzyl)hydrazine

1-[4-(pyridine-2-yl)phenyl]-(5S)-2,5-diamino-(4S)-hydroxy-6-phenyl-2-azahexane

atazanavir sulphate

1-[4-(pyridine-2-yl)-phenyl]-4(S)-hydroxy-2-N-tert-butoxycarbonylamino-5(S)-N-(N-methoxycarbonyl-(L)-tert-leucyl)amino-6-phenyl-2-azahexane

Refernces

• 1、 -. "Industrial production method of atazanavir intermediate tert-butyl 2-[4-(2-pyridyl)benzyl]-carbazate". Paragraph 0035; 0045-0047; 0048; 0058-0060. . Retrieved 2019/04/17.
• 2、 Casanova, Bruna B.,Muniz, Mauro N.,De Oliveira, Thayse,De Oliveira, Luís Flavio,Machado, Michel M.,Fuentefria, Alexandre M.,Gosmann, Grace,Gnoatto, Simone C. B.. "Synthesis and biological evaluation of Hydrazone derivatives as antifungal agents". . p. 9229 - 9241. Retrieved 2016/08/31.