Lasmiditan hydrochloride

Base Information

• Chemical Name: Lasmiditan hydrochloride
• CAS No.: 613677-28-4
• Molecular Formula: C19H19ClF3N3O2
• Molecular Weight: 413.83
• European Community (EC) Number: 947-092-7
• UNII: H7A23C6P5F
• Mol file: 613677-28-4.mol

Synonyms:2,4,6-trifluoro-N-(6-((1-methylpiperidin-4-yl)carbonyl)pyridin-2yl)benzamide;COL-144;lasmiditan;lasmiditan hydrochloride;LY573144;Reyvow

Chemical Property of Lasmiditan hydrochloride

Chemical Property:

• Melting Point: 223-224 °C
• PSA: 62.30000
• LogP: 4.08860
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 413.1117890
• Heavy Atom Count: 28
• Complexity: 530

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1CCC(CC1)C(=O)C2=NC(=CC=C2)NC(=O)C3=C(C=C(C=C3F)F)F.Cl

Technology Process of Lasmiditan hydrochloride

There total 7 articles about Lasmiditan hydrochloride 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: 93.0%

Lasmiditan (439239-90-4) → 2,4,6-trifluoro-N-[6-(1-methylpiperidin-4-ylcarbonyl)-pyridin-2-yl]benzamide hydrochloride (613677-28-4)

Guidance literature:

With hydrogenchloride; In diethyl ether; isopropyl alcohol; at 20 ℃; for 0.5h; Product distribution / selectivity; Heating / reflux;

Reference yield: 89.0%

(6-aminopyridin-2-yl)(1-methylpiperidin-4-yl)methanone dihydrochloride + 2,4,6-trifluorobenzoyl chloride (79538-29-7) → 2,4,6-trifluoro-N-(6-(1-methylpiperidine-4-carbonyl)pyridine-2-yl)benzamide hydrochloride (613677-28-4)

Guidance literature:

(6-aminopyridin-2-yl)(1-methylpiperidin-4-yl)methanone dihydrochloride; With sodium hydroxide; In tert-butyl methyl ether; water; isopropyl alcohol; at 15 - 25 ℃; pH=>= 13; Inert atmosphere;

2,4,6-trifluorobenzoyl chloride; In chlorobenzene; at 60 - 102 ℃;

Reference yield: 83.4%

(6-aminopyridin-2-yl)(1-methylpiperidin-4-yl)methanone dihydrochloride + 2,4,6-trifluorobenzoyl chloride (79538-29-7) → 2,4,6-trifluoro-N-[6-(1-methylpiperidin-4-ylcarbonyl)-pyridin-2-yl]benzamide hydrochloride (613677-28-4)

Guidance literature:

(6-aminopyridin-2-yl)(1-methylpiperidin-4-yl)methanone dihydrochloride; With sodium hydroxide; In water; at 20 - 25 ℃;

2,4,6-trifluorobenzoyl chloride; With triethylamine; In tetrahydrofuran; at 0 - 25 ℃;

With hydrogenchloride; In water; isopropyl alcohol; for 0.5h; Reflux;

upstream raw materials:

Lasmiditan

(6-aminopyridin-2-yl)(1-methylpiperidin-4-yl)methanone

2,4,6-trifluorobenzoyl chloride

2,6-Dibromopyridine

Refernces

• 1、 -. "CRYSTALLINE FORM OF RECEPTOR AGONIST, AND MANUFACTURING METHOD AND PHARMACEUTICAL COMPOSITION THEREOF". Paragraph 0259-0264. . Retrieved 2019/08/22.
• 2、 -. "PYRIDINOYLPIPERIDINES AS 5-HT1F AGONISTS". Page/Page column 49; 50. . Retrieved 2008/06/13.