9-Ethyl-6,11-dihydro-6,6-dimethyl-8-[4-(4-morpholinyl)-1-piperidinyl]-11-oxo-5H-benzo[b]carbazole-3-carbonitrile

Base Information

• Chemical Name: 9-Ethyl-6,11-dihydro-6,6-dimethyl-8-[4-(4-morpholinyl)-1-piperidinyl]-11-oxo-5H-benzo[b]carbazole-3-carbonitrile
• CAS No.: 1256580-46-7
• Molecular Formula: C30H34N4O2
• Molecular Weight: 482.62
• Hs Code.: 2934999090
• Mol file: 1256580-46-7.mol

Synonyms:9-Ethyl-6,11-dihydro-6,6-dimethyl-8-[4-(4-morpholinyl)-1-piperidinyl]-11-oxo-5H-benzo[b]carbazole-3-carbonitrile;

Chemical Property of 9-Ethyl-6,11-dihydro-6,6-dimethyl-8-[4-(4-morpholinyl)-1-piperidinyl]-11-oxo-5H-benzo[b]carbazole-3-carbonitrile

Chemical Property:

• Boiling Point: 722.5±60.0 °C(Predicted)
• PKA: 13.70±0.40(Predicted)
• PSA: 72.36000
• Density: 1.28
• LogP: 4.77618
• Storage Temp.: -20°
• Solubility.: Soluble in DMSO (up to 5 mg/ml with warming).

Purity/Quality:

>95% ^*data from raw suppliers

CH5424802 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Alectinib is another selective ALK inhibitor that is able to overcome resistance mutations from prior crizotinib exposure [38].
• Uses: CH5424802 is a highly selective and potent anaplastic lymphoma kinase (ALK) inhibitor capable of blocking the resistant gatekeeper mutant, which results in reduced cell growth. CH5424802 have been cl inically evaluated for the treatment of patients with ALK-driven tumors. CH5424802 is a highly selective and potent anaplastic lymphoma kinase (ALK) inhibitor capable of blocking the resistant gatekeeper mutant, which results in reduced cell growth. CH5424802 have been clinically evaluated for the treatment of patients with ALK-driven tumors. Potent ALK inhibitor
• Indications: Alectinib (Alecensa(R), Roche) was approved first in Japan in 2014 and then by US FDA in 2015 as a second-generation ALK inhibitor for NSCLC treatment on patients who have progressed or do not tolerate crizotinib. Developed through a structure-based drug design approach, alectinib is a benzocarbazolone derivative that has shown potent inhibitory activity against ALK (IC50 value of 1.9 nM) and gatekeeper mutant L1196M ALK (IC50 value of 1.6 nM). Alectinib is effective with crizotinib-resistant ALK mutations on L1196M, F1174L, R1275Q, and C1156Y. In addition, an array of small-molecule inhibitors are currently being evaluated by several clinical trials for ALK-driven tumors.

Technology Process of 9-Ethyl-6,11-dihydro-6,6-dimethyl-8-[4-(4-morpholinyl)-1-piperidinyl]-11-oxo-5H-benzo[b]carbazole-3-carbonitrile

There total 74 articles about 9-Ethyl-6,11-dihydro-6,6-dimethyl-8-[4-(4-morpholinyl)-1-piperidinyl]-11-oxo-5H-benzo[b]carbazole-3-carbonitrile 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: 94.0%

9-ethyl-6,6-dimethyl-8-[4-(morpholin-4-yl)piperidin-1-yl]-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile → C(248)H5402 (1256580-46-7)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In N,N-dimethyl acetamide; water; at 0 - 5 ℃; for 3h; Solvent; Temperature;

Reference yield: 92.0%

6-cyano-2-(2-{4-ethyl-3-[4-(morpholin-4-yl)piperidin-1-yl]phenyl}propan-2-yl)-1H-indole-3-carboxylic acid → C(248)H5402 (1256580-46-7)

Guidance literature:

With trifluoroacetic acid; In toluene; at 110 ℃; for 16h;

Reference yield: 92.0%

9-ethyl-8-iodo-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile + 4-(piperidin-4-yl)morpholine (53617-35-9) → C(248)H5402 (1256580-46-7)

Guidance literature:

With sodium methylate; In N,N-dimethyl-formamide; at 100 ℃; for 12h; Reagent/catalyst; Temperature;

upstream raw materials:

9-ethynyl-6,6-dimethyl-8-(4-morpholin-4-yl-piperidin-1-yl)-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

ethyl bromide

Downstream raw materials:

alectinib hydrochloride

Refernces

• 1、 -. "Synthesis method of Alectinib". . . Retrieved 2020/12/15.
• 2、 -. "Preparation method of imatinib intermediate and imatinib (by machine translation)". Paragraph 0090-0096; 0099; 0100. . Retrieved 2019/11/25.