5-(CHLOROMETHYL)NICOTINONITRILE

Base Information

• Chemical Name: 5-(CHLOROMETHYL)NICOTINONITRILE
• CAS No.: 562074-59-3
• Molecular Formula: C7H5ClN2
• Molecular Weight: 152.58100
• Mol file: 562074-59-3.mol

Synonyms:

Chemical Property of 5-(CHLOROMETHYL)NICOTINONITRILE

Chemical Property:

• Boiling Point: 284.7±25.0 °C(Predicted)
• PKA: 1.01±0.20(Predicted)
• PSA: 36.68000
• Density: 1.26±0.1 g/cm3(Predicted)
• LogP: 1.69208
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

5-(Chloromethyl)nicotinonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(CHLOROMETHYL)NICOTINONITRILE

There total 6 articles about 5-(CHLOROMETHYL)NICOTINONITRILE 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: 79.4%

5-(hydroxymethyl)pyridine-3-carbonitrile (135124-71-9) → 5-(chloromethyl)nicotinonitrile hydrochloride (562074-59-3)

Guidance literature:

With thionyl chloride; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

(5-bromopyridin-3-yl)methanol (37669-64-0) → 5-(chloromethyl)nicotinonitrile hydrochloride (562074-59-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / 20 h / 160 °C

1.2: 2 h / 20 °C

2.1: hydrogenchloride; thionyl chloride / dichloromethane; 1,4-dioxane / 3 h / 60 °C

With hydrogenchloride; thionyl chloride; In 1,4-dioxane; pyridine; dichloromethane;

Reference yield:

5-bromo-3-pyridinecarboxylic acid (20826-04-4) → 5-(chloromethyl)nicotinonitrile hydrochloride (562074-59-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: chloroformic acid ethyl ester; 4-methyl-morpholine / tetrahydrofuran / 0.33 h / -10 °C / Inert atmosphere

1.2: 13.5 h / -70 - 20 °C

2.1: pyridine / 20 h / 160 °C

2.2: 2 h / 20 °C

3.1: hydrogenchloride; thionyl chloride / dichloromethane; 1,4-dioxane / 3 h / 60 °C

With 4-methyl-morpholine; hydrogenchloride; thionyl chloride; chloroformic acid ethyl ester; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane;

upstream raw materials:

5-(hydroxymethyl)pyridine-3-carbonitrile

(5-bromopyridin-3-yl)methanol

5-bromo-3-pyridinecarboxylic acid

5-bromopyridine-3-carbonitrile

Refernces

• 1、 -. "Biphenyl compound as immunoregulator and applications of same". Paragraph 0447-0451. . Retrieved 2020/03/17.
• 2、 -. "BICYCLIC COMPOUNDS AS INHIBITORS OF PD1/PD-L1 INTERACTION/ACTIVATION". Paragraph 00098. . Retrieved 2019/10/04.