3-[3-(2,6-diisopropyl-phenyl)-ureido]-6-methoxy-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid (1-pyridin-2-yl-cyclohexylmethyl)-amide

Base Information

• Chemical Name: 3-[3-(2,6-diisopropyl-phenyl)-ureido]-6-methoxy-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid (1-pyridin-2-yl-cyclohexylmethyl)-amide
• CAS No.: 729593-29-7
• Molecular Formula: C₃₉H₄₉N₅O₃
• Molecular Weight: 635.85
• Mol file: 729593-29-7.mol

Synonyms:

Chemical Property of 3-[3-(2,6-diisopropyl-phenyl)-ureido]-6-methoxy-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid (1-pyridin-2-yl-cyclohexylmethyl)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[3-(2,6-diisopropyl-phenyl)-ureido]-6-methoxy-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid (1-pyridin-2-yl-cyclohexylmethyl)-amide

There total 4 articles about 3-[3-(2,6-diisopropyl-phenyl)-ureido]-6-methoxy-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid (1-pyridin-2-yl-cyclohexylmethyl)-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:

2,6-diisopropylphenyl isocyanate (28178-42-9) + 3-amino-6-methoxy-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid (1-pyridin-2-yl-cyclohexylmethyl)-amide → 3-[3-(2,6-diisopropyl-phenyl)-ureido]-6-methoxy-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid (1-pyridin-2-yl-cyclohexylmethyl)-amide (729593-19-5,729593-28-6,729593-29-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1016/j.bmcl.2004.04.045

Reference yield:

1-aminomethyl-1-(pyridin-2-yl)cyclohexane (204067-08-3) → 3-[3-(2,6-diisopropyl-phenyl)-ureido]-6-methoxy-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid (1-pyridin-2-yl-cyclohexylmethyl)-amide (729593-19-5,729593-28-6,729593-29-7)

Guidance literature:

Multi-step reaction with 4 steps

1: HBTU; DIPEA / dimethylformamide / 16 h / 20 °C

2: piperidine / CH₂Cl₂ / 1 h / 20 °C

3: aq. HCl / 2 h / 85 °C

4: DIPEA / dimethylformamide / 16 h / 20 °C

With piperidine; hydrogenchloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; 3: Fischer cyclization;

DOI:10.1016/j.bmcl.2004.04.045

Reference yield:

8-amino-1,4-dioxa-spiro[4.5]decane-8-carboxylic acid (1-pyridin-2-yl-cyclohexylmethyl)-amide → 3-[3-(2,6-diisopropyl-phenyl)-ureido]-6-methoxy-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid (1-pyridin-2-yl-cyclohexylmethyl)-amide (729593-19-5,729593-28-6,729593-29-7)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HCl / 2 h / 85 °C

2: DIPEA / dimethylformamide / 16 h / 20 °C

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; 1: Fischer cyclization;

DOI:10.1016/j.bmcl.2004.04.045

upstream raw materials:

2,6-diisopropylphenyl isocyanate

1-aminomethyl-1-(pyridin-2-yl)cyclohexane

8-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1,4-dioxaspiro[4,5]decane-8-carboxylic acid