BMS-466442

Base Information

• Chemical Name: BMS-466442
• CAS No.: 1355244-02-8
• Molecular Formula: C₂₇H₃₂N₆O₃
• Molecular Weight: 488.589
• Mol file: 1355244-02-8.mol

Synonyms:BMS-466442;ML190

Chemical Property of BMS-466442

Chemical Property:

Purity/Quality:

≥98% by HPLC ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BMS-466442

There total 12 articles about BMS-466442 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: 53.0%

2-(1-methyl-6-oxopyrido[2,3-e]pyrrolo[1,2-a]pyrazin-5(6H)-yl)acetic acid (1355244-41-5) + 3-(4-(4-methoxyphenyl)piperazin-1-yl)propan-1-amine (40255-50-3) → ML 190 (1355244-02-8)

Guidance literature:

With dmap; diisopropyl-carbodiimide; at 20 ℃; for 16h;

Reference yield: 22.0%

1-methylpyrido[2,3-e]pyrrolo[1,2-a]pyrazin-6(5H)-one (1355244-58-4) + 2-bromo-N-(3-(4-(4-methoxyphenyl)piperazin-1-yl)propyl)acetamide → ML 190 (1355244-02-8)

Guidance literature:

1-methylpyrido[2,3-e]pyrrolo[1,2-a]pyrazin-6(5H)-one; With sodium hydride; In N,N-dimethyl-formamide; Inert atmosphere; Sealed tube;

2-bromo-N-(3-(4-(4-methoxyphenyl)piperazin-1-yl)propyl)acetamide; In N,N-dimethyl-formamide; at 20 ℃; for 14h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.6b01350

Reference yield:

1-methylpyrido[2,3-e]pyrrolo[1,2-a]pyrazin-6(5H)-one (1355244-58-4) → ML 190 (1355244-02-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 °C / Inert atmosphere; Sealed tube

1.2: 48 h / 0 - 20 °C / Inert atmosphere; Sealed tube

2.1: lithium hydroxide / tetrahydrofuran; water; methanol / 15 h / 20 °C / Inert atmosphere; Sealed tube

3.1: dmap; diisopropyl-carbodiimide / dichloromethane / 14 h / 20 °C / Inert atmosphere

With dmap; sodium hydride; lithium hydroxide; diisopropyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.joc.6b01350

upstream raw materials:

3-Amino-2-fluoro-4-methylpyridine

4-(4-methoxyphenyl)piperazine

2-fluoro-4-methyl-3-(1H-pyrrol-1-yl)pyridine

4-methyl-3-(1H-pyrrol-1-yl)pyridine-2-amine

Refernces

• 1、 -. "KAPPA OPIOID RECEPTOR EFFECTORS AND USES THEREOF". . . Retrieved 2013/03/28.