1-methyl-7-aminoindole-2-carboxylic acid (5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-amide

Base Information

• Chemical Name: 1-methyl-7-aminoindole-2-carboxylic acid (5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-amide
• CAS No.: 616238-90-5
• Molecular Formula: C₂₂H₂₈N₄O₄S
• Molecular Weight: 444.555
• Mol file: 616238-90-5.mol

Synonyms:1-methyl-7-aminoindole-2-carboxylic acid (5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-amide

Chemical Property of 1-methyl-7-aminoindole-2-carboxylic acid (5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methyl-7-aminoindole-2-carboxylic acid (5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-amide

There total 7 articles about 1-methyl-7-aminoindole-2-carboxylic acid (5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-amide 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: 98.0%

1-methyl-7-nitroindole-2-carboxylic acid (5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-amide (616238-89-2) → 1-methyl-7-aminoindole-2-carboxylic acid (5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-amide (616238-90-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 12h; under 760.051 Torr;

DOI:10.1021/jm070415w

Reference yield:

5-tert-butyl-2-methoxybenzene-1,3-diamine (473269-70-4) → 1-methyl-7-aminoindole-2-carboxylic acid (5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-amide (616238-90-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Hunig's base / various solvent(s) / 2.33 h / 20 °C

2: 31 percent / HOBt; EDC / dimethylformamide / 12 h / 20 °C

3: 98 percent / H₂ / Pd/C / ethyl acetate / 12 h / 20 °C / 760.05 Torr

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm070415w

Reference yield:

ethyl 1-methyl-7-nitro-1H-indole-2-carboxylate (167478-87-7) → 1-methyl-7-aminoindole-2-carboxylic acid (5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-amide (616238-90-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 52 percent / aq. NaOH / ethanol / 2.5 h / Heating

2: 31 percent / HOBt; EDC / dimethylformamide / 12 h / 20 °C

3: 98 percent / H₂ / Pd/C / ethyl acetate / 12 h / 20 °C / 760.05 Torr

With sodium hydroxide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In ethanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm070415w

upstream raw materials:

1-methyl-7-nitroindole-2-carboxylic acid (5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-amide

5-tert-butyl-2-methoxybenzene-1,3-diamine

ethyl 1-methyl-7-nitro-1H-indole-2-carboxylate

1-methyl-7-nitroindole-2-carboxylic acid

Downstream raw materials:

7-[(6-chloro-pyridine-3-carbonyl)-amino]-1-methyl-indole-2-carboxylic acid (5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-amide

1-methyl-7-morpholinecarboxamidoindole-2-carboxylic acid (5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-amide