1-Dimethylcarbamoyl-3-{4-[(3-nitro-pyridin-4-ylamino)-methyl]-cyclohexanecarbonyl}-1H-indole-4-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-Dimethylcarbamoyl-3-{4-[(3-nitro-pyridin-4-ylamino)-methyl]-cyclohexanecarbonyl}-1H-indole-4-carboxylic acid methyl ester
• CAS No.: 183283-81-0
• Molecular Formula: C₂₆H₂₉N₅O₆
• Molecular Weight: 507.546
• Mol file: 183283-81-0.mol

Synonyms:1-Dimethylcarbamoyl-3-{4-[(3-nitro-pyridin-4-ylamino)-methyl]-cyclohexanecarbonyl}-1H-indole-4-carboxylic acid methyl ester

Chemical Property of 1-Dimethylcarbamoyl-3-{4-[(3-nitro-pyridin-4-ylamino)-methyl]-cyclohexanecarbonyl}-1H-indole-4-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Dimethylcarbamoyl-3-{4-[(3-nitro-pyridin-4-ylamino)-methyl]-cyclohexanecarbonyl}-1H-indole-4-carboxylic acid methyl ester

There total 6 articles about 1-Dimethylcarbamoyl-3-{4-[(3-nitro-pyridin-4-ylamino)-methyl]-cyclohexanecarbonyl}-1H-indole-4-carboxylic acid methyl ester 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:

trans-4-(N-carbobenzyloxy)aminomethyl-1-cyclohexane carbonyl chloride (27687-13-4) → 1-Dimethylcarbamoyl-3-{4-[(3-nitro-pyridin-4-ylamino)-methyl]-cyclohexanecarbonyl}-1H-indole-4-carboxylic acid methyl ester (183283-81-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) EtMgBr, 2.) ZnCl₂

2: 1.) KOH / 1.) THF, RT, 15 min, 2.) THF, RT, 4 h

3: H₂ / 10percent Pd/C / ethanol / 17 h / 3040 Torr

4: ethanol / Ambient temperature

With potassium hydroxide; ethylmagnesium bromide; hydrogen; zinc(II) chloride; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm970389+

Reference yield:

trans-4-aminomethyl-cyclohexyl-carboxylic acid (1197-18-8) → 1-Dimethylcarbamoyl-3-{4-[(3-nitro-pyridin-4-ylamino)-methyl]-cyclohexanecarbonyl}-1H-indole-4-carboxylic acid methyl ester (183283-81-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 10percent aq. NaOH / 1 h

2: SOCl₂ / 0.5 h / 40 °C

3: 1.) EtMgBr, 2.) ZnCl₂

4: 1.) KOH / 1.) THF, RT, 15 min, 2.) THF, RT, 4 h

5: H₂ / 10percent Pd/C / ethanol / 17 h / 3040 Torr

6: ethanol / Ambient temperature

With potassium hydroxide; sodium hydroxide; thionyl chloride; ethylmagnesium bromide; hydrogen; zinc(II) chloride; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm970389+

Reference yield:

(1r,4r)-4-({[(benzyloxy)carbonyl]amino}methyl)cyclohexane-1-carboxylic acid (27687-12-3) → 1-Dimethylcarbamoyl-3-{4-[(3-nitro-pyridin-4-ylamino)-methyl]-cyclohexanecarbonyl}-1H-indole-4-carboxylic acid methyl ester (183283-81-0)

Guidance literature:

Multi-step reaction with 5 steps

1: SOCl₂ / 0.5 h / 40 °C

2: 1.) EtMgBr, 2.) ZnCl₂

3: 1.) KOH / 1.) THF, RT, 15 min, 2.) THF, RT, 4 h

4: H₂ / 10percent Pd/C / ethanol / 17 h / 3040 Torr

5: ethanol / Ambient temperature

With potassium hydroxide; thionyl chloride; ethylmagnesium bromide; hydrogen; zinc(II) chloride; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm970389+

upstream raw materials:

4-ethoxy-3-nitropyridine

3-(4-Aminomethyl-cyclohexanecarbonyl)-1-dimethylcarbamoyl-1H-indole-4-carboxylic acid methyl ester

trans-4-(N-carbobenzyloxy)aminomethyl-1-cyclohexane carbonyl chloride

trans-4-aminomethyl-cyclohexyl-carboxylic acid

Downstream raw materials:

3-{4-[(3-Amino-pyridin-4-ylamino)-methyl]-cyclohexanecarbonyl}-1-dimethylcarbamoyl-1H-indole-4-carboxylic acid methyl ester