tert-butyl 1-(4-(3-chloro-5-cyanopyridin-2-yl)phenyl)cyclobutylcarbamate

Base Information

• Chemical Name: tert-butyl 1-(4-(3-chloro-5-cyanopyridin-2-yl)phenyl)cyclobutylcarbamate
• CAS No.: 1357159-01-3
• Molecular Formula: C₂₁H₂₂ClN₃O₂
• Molecular Weight: 383.878
• Mol file: 1357159-01-3.mol

Synonyms:tert-butyl 1-(4-(3-chloro-5-cyanopyridin-2-yl)phenyl)cyclobutylcarbamate

Chemical Property of tert-butyl 1-(4-(3-chloro-5-cyanopyridin-2-yl)phenyl)cyclobutylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 1-(4-(3-chloro-5-cyanopyridin-2-yl)phenyl)cyclobutylcarbamate

There total 1 articles about tert-butyl 1-(4-(3-chloro-5-cyanopyridin-2-yl)phenyl)cyclobutylcarbamate 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: 70.0%

5,6-dichloro-3-pyridinecarbonitrile (65189-15-3) + {1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-cyclobutyl}-carbamic acid tert.-butyl ester (1032528-06-5) → tert-butyl 1-(4-(3-chloro-5-cyanopyridin-2-yl)phenyl)cyclobutylcarbamate (1357159-01-3)

Guidance literature:

With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); potassium carbonate; In water; acetonitrile; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jm201394e

Reference yield:

tert-butyl 1-(4-(3-chloro-5-cyanopyridin-2-yl)phenyl)cyclobutylcarbamate (1357159-01-3) + phenylboronic acid (98-80-6) → C27H29N3O3

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium dihydrogenphosphate; palladium diacetate; In toluene; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm201394e

Reference yield:

tert-butyl 1-(4-(3-chloro-5-cyanopyridin-2-yl)phenyl)cyclobutylcarbamate (1357159-01-3) → 6-(4-(1-aminocyclobutyl)phenyl)-5-phenylnicotinamide (1357158-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium dihydrogenphosphate; palladium diacetate / toluene / 2 h / 80 °C / Inert atmosphere

2: hydrogenchloride / 1,4-dioxane; methanol; dichloromethane / 3.5 h / 20 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; potassium dihydrogenphosphate; palladium diacetate; In 1,4-dioxane; methanol; dichloromethane; toluene; 1: Suzuki coupling;

DOI:10.1021/jm201394e

upstream raw materials:

5,6-dichloro-3-pyridinecarbonitrile

{1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-cyclobutyl}-carbamic acid tert.-butyl ester

Downstream raw materials:

6-(4-(1-aminocyclobutyl)phenyl)-5-phenylnicotinamide