ZolMitriptan

Base Information

• Chemical Name: ZolMitriptan
• CAS No.: 868622-23-5
• Molecular Formula: C19H25ClN3O4
• Molecular Weight: 395.886
• Mol file: 868622-23-5.mol

Synonyms:Benzenepropanoic acid,2,4-dichloro-,ethyl ester;2,4-Dichlorbenzolpropionsaeureethylester;

Chemical Property of ZolMitriptan

Chemical Property:

• PSA: 87.15000
• LogP: 2.54160

Purity/Quality:

98% ^*data from raw suppliers

Zolmitriptan2-CarboxylicAcidEthylEsterHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Zolmitriptan (Z639000) impurity. Also, an intermediate used in the process for the preparation of Zolmitriptan compounds via Fischer indole synthesis.

Technology Process of ZolMitriptan

There total 2 articles about ZolMitriptan 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:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + ethyl (S)-3-(2-aminoethyl)-5-((2-oxooxazolidin-4-yl)methyl)-1H-indole-2-carboxylate hydrochloride (868622-22-4) → ethyl (S)-3-(2-(dimethylamino)ethyl)-5-((2-oxazolidin-4-yl)methyl)-1H-indolecarboxylate hydrochloride (868622-23-5)

Guidance literature:

ethyl (S)-3-(2-aminoethyl)-5-((2-oxooxazolidin-4-yl)methyl)-1H-indole-2-carboxylate hydrochloride; With sodium cyanoborohydride; acetic acid; In methanol; at 10 - 15 ℃;

formaldehyd; In methanol; water; at 0 ℃;

DOI:10.1080/00397911.2013.777742

Reference yield:

methanol (67-56-1) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + ethyl (S)-3-(2-aminoethyl)-5-((2-oxooxazolidin-4-yl)methyl)-1H-indole-2-carboxylate hydrochloride (868622-22-4) → C18H23N3O4*ClH + ethyl (S)-3-(2-(dimethylamino)ethyl)-5-((2-oxazolidin-4-yl)methyl)-1H-indolecarboxylate hydrochloride (868622-23-5)

Guidance literature:

methanol; formaldehyd; ethyl (S)-3-(2-aminoethyl)-5-((2-oxooxazolidin-4-yl)methyl)-1H-indole-2-carboxylate hydrochloride; With sodium cyanoborohydride; sodium carbonate; acetic acid; In water; at -5 - 20 ℃; pH=7;

With sodium carbonate; In methanol; water; at 0 ℃;

With hydrogenchloride; sodium carbonate; more than 3 stages;

Reference yield: 77.0%

ethyl (S)-3-(2-(dimethylamino)ethyl)-5-((2-oxazolidin-4-yl)methyl)-1H-indolecarboxylate hydrochloride (868622-23-5) → zolmitriptan (139264-17-8,139264-24-7,139264-82-7)

Guidance literature:

ethyl (S)-3-(2-(dimethylamino)ethyl)-5-((2-oxazolidin-4-yl)methyl)-1H-indolecarboxylate hydrochloride; With water; sodium carbonate; for 2 - 2.5h; Heating / reflux;

With hydrogenchloride; In water; at 15 - 18 ℃; for 3h; Heating / reflux;

With sodium hydroxide; In water; at 15 - 20 ℃; pH=9.75 - 10; Product distribution / selectivity;

upstream raw materials:

methanol

formaldehyd

ethyl (S)-3-(2-aminoethyl)-5-((2-oxooxazolidin-4-yl)methyl)-1H-indole-2-carboxylate hydrochloride

Downstream raw materials:

zolmitriptan

Refernces

• 1、 -. "Process for preparing optically pure zolmitriptan". Page/Page column 8. . Retrieved 2010/02/14.