Tert-butyl 3-amino-5-cyano-1H-indazole-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 3-amino-5-cyano-1H-indazole-1-carboxylate
• CAS No.: 871709-87-4
• Molecular Formula: C13H14N4O2
• Molecular Weight: 258.27600
• DSSTox Substance ID: DTXSID20701744
• Mol file: 871709-87-4.mol

Synonyms:871709-87-4;TERT-BUTYL 3-AMINO-5-CYANO-1H-INDAZOLE-1-CARBOXYLATE;SCHEMBL922232;DTXSID20701744;AKOS032947846;FT-0752589;1h-indazole-1-carboxylic acid,3-amino-5-cyano-,1,1-dimethylethyl ester

Chemical Property of Tert-butyl 3-amino-5-cyano-1H-indazole-1-carboxylate

Chemical Property:

• Vapor Pressure: 8.63E-09mmHg at 25°C
• Boiling Point: 464oC at 760 mmHg
• Flash Point: 234.4oC
• PSA: 94.66000
• Density: 1.28g/cm3
• LogP: 2.20348
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 258.11167570
• Heavy Atom Count: 19
• Complexity: 409

Purity/Quality:

98%min ^*data from raw suppliers

TERT-BUTYL-3-AMINO-5-CYANO-1H-INDAZOLE-1-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1C2=C(C=C(C=C2)C#N)C(=N1)N

Technology Process of Tert-butyl 3-amino-5-cyano-1H-indazole-1-carboxylate

There total 4 articles about Tert-butyl 3-amino-5-cyano-1H-indazole-1-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:

di-tert-butyl dicarbonate (24424-99-5) + 3-amino-1(2)H-indazole-5-carbonitrile (20925-62-6) → 3-amino-5-cyano-indazol-1-carboxylic acid-tert-butyl ester (871709-87-4)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield:

4-fluoro-3-(hydroxyimino-methyl)-benzonitrile (871709-86-3) → 3-amino-5-cyano-indazol-1-carboxylic acid-tert-butyl ester (871709-87-4)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic anhydride / 3 h / Heating / reflux

2: hydrazine / butan-1-ol / 1 h / 110 °C

3: dmap; triethylamine / tetrahydrofuran / 2 h / 20 °C

With dmap; acetic anhydride; triethylamine; hydrazine; In tetrahydrofuran; butan-1-ol;

Reference yield:

2,4-dicyano-1-fluorobenzene (13519-90-9) → 3-amino-5-cyano-indazol-1-carboxylic acid-tert-butyl ester (871709-87-4)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine / butan-1-ol / 1 h / 110 °C

2: dmap; triethylamine / tetrahydrofuran / 2 h / 20 °C

With dmap; triethylamine; hydrazine; In tetrahydrofuran; butan-1-ol;

upstream raw materials:

di-tert-butyl dicarbonate

3-amino-1⁽²⁾H-indazole-5-carbonitrile

4-fluoro-3-(hydroxyimino-methyl)-benzonitrile

2,4-dicyano-1-fluorobenzene

Downstream raw materials:

3-amino-5-[(3-chloro-benzoylamino)-methyl]-indazol-1-carboxylic acid-tert-butyl ester

N-(3-amino-1H-indazol-5-ylmethyl)-3-chloro-benzamide hydrochloride