1,1-dimethylethyl 4-{[3-(3-chlorophenyl)-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-7-yl]oxy}-1-piperidinecarboxylate

Base Information

• Chemical Name: 1,1-dimethylethyl 4-{[3-(3-chlorophenyl)-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-7-yl]oxy}-1-piperidinecarboxylate
• CAS No.: 1192687-99-2
• Molecular Formula: C₂₃H₂₆ClN₃O₄
• Molecular Weight: 443.93
• Mol file: 1192687-99-2.mol

Synonyms:1,1-dimethylethyl 4-{[3-(3-chlorophenyl)-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-7-yl]oxy}-1-piperidinecarboxylate

Chemical Property of 1,1-dimethylethyl 4-{[3-(3-chlorophenyl)-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-7-yl]oxy}-1-piperidinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-dimethylethyl 4-{[3-(3-chlorophenyl)-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-7-yl]oxy}-1-piperidinecarboxylate

There total 1 articles about 1,1-dimethylethyl 4-{[3-(3-chlorophenyl)-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-7-yl]oxy}-1-piperidinecarboxylate 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:

di-tert-butyl dicarbonate (24424-99-5) + C18H18ClN3O2 → 1,1-dimethylethyl 4-{[3-(3-chlorophenyl)-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-7-yl]oxy}-1-piperidinecarboxylate (1192687-99-2)

Guidance literature:

In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.bmcl.2010.07.037

Reference yield:

2-chloro-N-isopropylacetamide (2895-21-8) + 1,1-dimethylethyl 4-{[3-(3-chlorophenyl)-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-7-yl]oxy}-1-piperidinecarboxylate (1192687-99-2) → 1,1-dimethylethyl 4-[(3-(3-chlorophenyl)-2-{2-[(1-methylethyl)amino]-2-oxoethyl}-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-7-yl)oxy]-1-piperidinecarboxylate (1192688-01-9)

Guidance literature:

1,1-dimethylethyl 4-{[3-(3-chlorophenyl)-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-7-yl]oxy}-1-piperidinecarboxylate; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

2-chloro-N-isopropylacetamide; With sodium iodide; In N,N-dimethyl-formamide; at 0 - 65 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2010.07.037

Reference yield:

1,1-dimethylethyl 4-{[3-(3-chlorophenyl)-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-7-yl]oxy}-1-piperidinecarboxylate (1192687-99-2) → 2-[3-(3-chlorophenyl)-7-[(1-methyl-4-piperidinyl)oxy]-1-oxopyrrolo[1,2-a]pyrazin-2(1H)-yl]-N-(1-methylethyl)acetamide (1192684-78-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / 1,2-dimethoxyethane; N,N-dimethyl-formamide / 0.08 h / 20 °C

1.2: 7 h / 65 °C

2.1: sodium cyanoborohydride / tetrahydrofuran; methanol; water / 0.5 h / 20 °C

With sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide;

upstream raw materials:

di-tert-butyl dicarbonate

Downstream raw materials:

1,1-dimethylethyl 4-[(3-(3-chlorophenyl)-2-{2-[(1-methylethyl)amino]-2-oxoethyl}-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-7-yl)oxy]-1-piperidinecarboxylate

2-[3-(3-chlorophenyl)-7-[(1-methyl-4-piperidinyl)oxy]-1-oxopyrrolo[1,2-a]pyrazin-2(1H)-yl]-N-(1-methylethyl)acetamide

2-[3-(3-chlorophenyl)-1-oxo-7-(4-piperidinyloxy)pyrrolo[1,2-a]pyrazin-2(1H)-yl]-N-(1-methylethyl)acetamide