6-bromo-5-chloronicotinonitrile

Base Information

• Chemical Name: 6-bromo-5-chloronicotinonitrile
• CAS No.: 1256790-78-9
• Molecular Formula: C6H2BrClN2
• Molecular Weight: 217.45
• Mol file: 1256790-78-9.mol

Synonyms:6-bromo-5-chloronicotinonitrile

Chemical Property of 6-bromo-5-chloronicotinonitrile

Chemical Property:

• PSA: 36.68000
• LogP: 2.36918

Purity/Quality:

97% ^*data from raw suppliers

6-Bromo-5-chloronicotinonitrile 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-bromo-5-chloronicotinonitrile

There total 2 articles about 6-bromo-5-chloronicotinonitrile 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: 35.0%

6-aminonicotinonitrile (4214-73-7) → 2-bromo-3-chloro-5-cyanopyridine (1256790-78-9)

Guidance literature:

6-aminonicotinonitrile; With N-chloro-succinimide; In acetonitrile; at 20 - 60 ℃; for 41h; Inert atmosphere;

With copper(ll) bromide; isopentyl nitrite; In acetonitrile; at 20 - 65 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol4030925

Reference yield:

2-amino-3-chloro-5-cyanopyridine (156361-02-3) → 2-bromo-3-chloro-5-cyanopyridine (1256790-78-9)

Guidance literature:

With copper(ll) bromide; isopentyl nitrite; at 20 - 65 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201303659

Reference yield:

2-bromo-3-chloro-5-cyanopyridine (1256790-78-9) → 5-(p-tolyl)-10,11-dihydro-5H-benzo[b]pyrido[2,3-f]azepine-3-carbonitrile (1512811-44-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 13 h / 80 °C / Inert atmosphere

2: potassium carbonate; [Rh(OH)(cod)]2; chloro(2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II); XPhos / water; 1,4-dioxane / 22 h / Inert atmosphere; Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; [Rh(OH)(cod)]2; chloro(2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II); potassium carbonate; XPhos; In 1,4-dioxane; 1,2-dimethoxyethane; water;

DOI:10.1021/ol4030925

upstream raw materials:

6-aminonicotinonitrile

2-amino-3-chloro-5-cyanopyridine

Downstream raw materials:

5-(p-tolyl)-10,11-dihydro-5H-benzo[b]pyrido[2,3-f]azepine-3-carbonitrile