benzyl 4-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate

Base Information

Chemical Name:benzyl 4-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate
CAS No.:1620676-76-7
Molecular Formula:C₂₀H₁₇BrClN₅O₂
Molecular Weight:474.744
Hs Code.:

Synonyms:benzyl 4-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate

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Chemical Property of benzyl 4-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate

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Technology Process of benzyl 4-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate

There total 9 articles about benzyl 4-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate 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: 84.0%

: 1620676-75-6
benzyl 4-(8-chloroimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate

: 1620676-76-7
benzyl 4-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate

Guidance literature:: With N-Bromosuccinimide; In acetonitrile; at 15 ℃; for 1h;

Reference yield:

: 166766-77-4
4-ethoxycarbonyl-2-pyridinecarboxamide

: 1620676-76-7
benzyl 4-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: platinum(IV) oxide; hydrogen; hydrogenchloride / methanol / 22 h / 2844.39 Torr

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 13 °C

3: thionyl chloride; pyridine / 12 h / 0 - 13 °C

4: lithium hydroxide monohydrate; water / tetrahydrofuran / 13 h / 13 °C

5: triethylamine; HATU / dichloromethane / 12 h / 13 °C

6: trichlorophosphate; N,N-dimethyl-formamide / acetonitrile / 10 h / 0 - 17 °C

7: N-Bromosuccinimide / acetonitrile / 1 h / 15 °C

With pyridine; hydrogenchloride; platinum(IV) oxide; N-Bromosuccinimide; thionyl chloride; lithium hydroxide monohydrate; water; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

Reference yield:

: 1251844-35-5
1-benzyl 4-ethyl 2-cyanopiperidine-1,4-dicarboxylate

: 1620676-76-7
benzyl 4-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: lithium hydroxide monohydrate; water / tetrahydrofuran / 13 h / 13 °C

2: triethylamine; HATU / dichloromethane / 12 h / 13 °C

3: trichlorophosphate; N,N-dimethyl-formamide / acetonitrile / 10 h / 0 - 17 °C

4: N-Bromosuccinimide / acetonitrile / 1 h / 15 °C

With N-Bromosuccinimide; lithium hydroxide monohydrate; water; triethylamine; N,N-dimethyl-formamide; HATU; trichlorophosphate; In tetrahydrofuran; dichloromethane; acetonitrile;