1-Boc-6-aminoindole

Base Information

• Chemical Name: 1-Boc-6-aminoindole
• CAS No.: 219508-62-0
• Molecular Formula: C13H16N2O2
• Molecular Weight: 232.282
• Hs Code.: 2933990090
• Mol file: 219508-62-0.mol

Synonyms:6-Amino-1H-indole-1-carboxylicacid tert-butyl ester;6-Aminoindole-1-carboxylic acid tert-butyl ester;tert-Butyl 6-amino-1-indolecarboxylate;

Chemical Property of 1-Boc-6-aminoindole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.572
• Boiling Point: 384.15 °C at 760 mmHg
• PKA: 4.17±0.10(Predicted)
• Flash Point: 186.128 °C
• PSA: 30.18000
• Density: 1.167 g/cm³
• LogP: 3.75980
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

99% ^*data from raw suppliers

Aminoindole-1-carboxylic Acid tert-Butyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Aminoindole-1-carboxylic Acid tert-Butyl Ester is a reagent used in the synthesis of Syk and Abl inhibitors. Also used in the preparation of tyrosine kinase inhibitors for the treatment of cancer.

Technology Process of 1-Boc-6-aminoindole

There total 2 articles about 1-Boc-6-aminoindole 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:

tert-butyl 6-nitro-1H-indole-1-carboxylate (219552-64-4) → 6-amino-2,3-dihydroindole-1-carboxylic acid tert-butyl ester (129488-00-2) + tert-butyl 6-amino-1H-indole-1-carboxylate (219508-62-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; for 14h; under 2585.81 Torr; Overall yield = 100%; Overall yield = 3.34 g;

Reference yield:

Ni(OAc)2.4H2O + conc NH4OH + tert-butyl 6-nitro-1H-indole-1-carboxylate (219552-64-4) → tert-butyl 6-amino-1H-indole-1-carboxylate (219508-62-0)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; water; ethyl acetate;

Reference yield: 83.0%

tert-butyl 6-amino-1H-indole-1-carboxylate (219508-62-0) + 2-[3-(3-methoxyphenyl)-6-oxo-1,6-dihydropyridazin-1-yl]propanoic acid → tert-butyl 6-[2-[3-(3-methoxyphenyl)-6-oxo-1,6-dihydropyridazin-1-yl]propanamido]-1H-indole-1-carboxylate

Guidance literature:

With N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

upstream raw materials:

tert-butyl 6-nitro-1H-indole-1-carboxylate

Downstream raw materials:

6-amino-2,3-dihydroindole-1-carboxylic acid tert-butyl ester

N-(1-Boc-6-indolyl)-2-nitrobenzamide

Refernces

• 1、 -. "Antithrombotic agents". . . Retrieved 2008/06/13.