NVP-LDE225

Base Information

• Chemical Name: NVP-LDE225
• CAS No.: 956697-53-3
• Molecular Formula: C26H26F3N3O3
• Molecular Weight: 485.506
• Hs Code.: 2934999090
• Mol file: 956697-53-3.mol

Synonyms:LDE225;N-[6-[(2S,6R)-2,6-Dimethylmorpholin-4-yl]-3-pyridyl]-2-methyl-3-[4-(trifluoromethoxy)phenyl]benzamide;

Chemical Property of NVP-LDE225

Chemical Property:

• Boiling Point: 544.516 °C at 760 mmHg
• PKA: 9.53±0.70(Predicted)
• Flash Point: 283.113 °C
• PSA: 63.69000
• Density: 1.255 g/cm³
• LogP: 5.95950
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

Erismodegib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A potent, selective and orally bioavailable Smoothened (SMO) antagonist; it inhibits hedgehog (Hh) signaling pathway via antagonism of the Smoothened receptor (SMO). Antineoplastic. A potent, selective and orally bioavailable Smoothened (SMO) antagonist; it inhibits hedgehog (Hh) signaling pathway via antagonism of the Smoothened receptor (SMO). Antineoplastic. Potent Hedgehog inhibitor.

Technology Process of NVP-LDE225

There total 19 articles about NVP-LDE225 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%

3-bromo-N-(6-((2R,6S)-2,6-dimethylmorpholino)pyridin-3-yl)-2-methylbenzamide (1221721-86-3) + 4-trifluoromethoxyphenylboronic acid (139301-27-2) → Erismodegib (956697-53-3)

Guidance literature:

With tetrabutylammonium acetate; In methanol; at 120 ℃; for 3h; under 0 Torr;

DOI:10.1039/c4ob01641f

Reference yield: 93.6%

(2S,6R)-2,6-dimethyl-4-(5-aminopyridin-2-yl)morpholine (956699-06-2) + 2-methyl-4'-(trifluoromethoxy)-[1,1'-biphenyl]-3-carboxyIic acid (1221722-10-6) → Erismodegib (956697-53-3)

Guidance literature:

2-methyl-4'-(trifluoromethoxy)-[1,1'-biphenyl]-3-carboxyIic acid; With thionyl chloride; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; at 55 - 60 ℃; for 4h;

(2S,6R)-2,6-dimethyl-4-(5-aminopyridin-2-yl)morpholine; With potassium carbonate; In 1,2-dichloro-ethane; at 40 - 50 ℃; for 6h;

Reference yield: 84.1%

N-(6-aminopyridin-3-yl)-2-methyl-4'-(trifluoromethoxy)[1,1'-biphenyl]-3-carboxamide + 2R,2'S-bis(1-propanol mathannesulfonate)ether → Erismodegib (956697-53-3)

Guidance literature:

With triethylamine; In ethanol; at 80 - 90 ℃;

upstream raw materials:

3-bromo-4-methylbenzoic acid

3-bromo-N-(6-((2R,6S)-2,6-dimethylmorpholino)pyridin-3-yl)-2-methylbenzamide

4-trifluoromethoxyphenylboronic acid

(2S,6R)-2,6-dimethyl-4-(5-aminopyridin-2-yl)morpholine

Downstream raw materials:

N-[6-[(2R,6S)-2,6-dimethyl-4-morpholinyl]-3-pyridinyl]-2-methyl-4’-(trifluoromethoxy)-[1,1‘-biphenyl]-3-carboxamide diphosphate

Refernces

• 1、 Takale, Balaram S.,Thakore, Ruchita R.,Kong, Fan Yi,Lipshutz, Bruce H.. "An environmentally responsible 3-pot, 5-step synthesis of the antitumor agent sonidegib using ppm levels of Pd catalysis in water". supporting information. p. 6258 - 6262. Retrieved 2019/12/03.
• 2、 -. "The topical pharmaceutical compositions comprising active agent". Paragraph 0096; 0100. . Retrieved 2016/10/09.