7-bromo-2-[2-(4-piperidin-1-ylmethyl-phenyl)-ethyl]-3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-1-one

Base Information

• Chemical Name: 7-bromo-2-[2-(4-piperidin-1-ylmethyl-phenyl)-ethyl]-3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-1-one
• CAS No.: 929017-97-0
• Molecular Formula: C₂₁H₂₆BrN₃O
• Molecular Weight: 416.361

Synonyms:7-bromo-2-[2-(4-piperidin-1-ylmethyl-phenyl)-ethyl]-3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-1-one

Chemical Property of 7-bromo-2-[2-(4-piperidin-1-ylmethyl-phenyl)-ethyl]-3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-1-one

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Technology Process of 7-bromo-2-[2-(4-piperidin-1-ylmethyl-phenyl)-ethyl]-3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-1-one

There total 7 articles about 7-bromo-2-[2-(4-piperidin-1-ylmethyl-phenyl)-ethyl]-3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-1-one 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%

4-bromo-1-(2-bromo-ethyl)-1H-pyrrole-2-carboxylic acid ethyl ester + 2-[4-(piperidin-1-ylmethyl)phenyl]ethanamine (669002-51-1) → 7-bromo-2-[2-(4-piperidin-1-ylmethyl-phenyl)-ethyl]-3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-1-one (929017-97-0)

Guidance literature:

With sodium hydride; In acetonitrile; at 80 ℃;

DOI:10.1016/j.bmcl.2006.10.096

Reference yield:

piperidine (110-89-4) → 7-bromo-2-[2-(4-piperidin-1-ylmethyl-phenyl)-ethyl]-3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-1-one (929017-97-0)

Guidance literature:

Multi-step reaction with 4 steps

1: EDCI; HOBT; NMM / dimethylformamide / 20 °C

2: BH₃*THF / 65 °C

3: trifluoroacetic acid / CH₂Cl₂ / 20 °C

4: 53 percent / NaH / acetonitrile / 80 °C

With 4-methyl-morpholine; borane-THF; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2006.10.096

Reference yield:

[2-(4-piperidin-1-ylmethyl-phenyl)-ethyl]-carbamic acid tert-butyl ester (935858-11-0) → 7-bromo-2-[2-(4-piperidin-1-ylmethyl-phenyl)-ethyl]-3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-1-one (929017-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / CH₂Cl₂ / 20 °C

2: 53 percent / NaH / acetonitrile / 80 °C

With sodium hydride; trifluoroacetic acid; In dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2006.10.096

upstream raw materials:

2-[4-(piperidin-1-ylmethyl)phenyl]ethanamine

piperidine

[2-(4-piperidin-1-ylmethyl-phenyl)-ethyl]-carbamic acid tert-butyl ester

{2-[4-(piperidine-1-carbonyl)-phenyl]-ethyl}-carbamic acid tert-butyl ester

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