5,6-DICHLORO-3-PYRIDINEMETHANOL

Base Information

• Chemical Name: 5,6-DICHLORO-3-PYRIDINEMETHANOL
• CAS No.: 54127-30-9
• Molecular Formula: C6H5 Cl2 N O
• Molecular Weight: 178.018
• Hs Code.: 2933399990
• Mol file: 54127-30-9.mol

Synonyms:(5,6-Dichloropyridin-3-yl)methanol;2,3-Dichloro-5-(hydroxymethyl)pyridine; 5,6-Dichloro-3-pyridinemethanol

Chemical Property of 5,6-DICHLORO-3-PYRIDINEMETHANOL

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 76°C
• Boiling Point: 297.7°Cat760mmHg
• PKA: 12.96±0.10(Predicted)
• Flash Point: 133.9°C
• PSA: 33.12000
• Density: 1.478g/cm³
• LogP: 1.88070
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

5,6-Dichloro-3-pyridinemethanol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5,6-Dichloro-3-pyridinemethanol acts as a novel CXCR3 (CXC chemokine receptor) inhibitor. It also is used in the synthesis of pyridine-based histone deacetylase inhibitors.

Technology Process of 5,6-DICHLORO-3-PYRIDINEMETHANOL

There total 8 articles about 5,6-DICHLORO-3-PYRIDINEMETHANOL 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: 95.9%

methyl 2,3-dichloro-pyridine-5-carboxylate (56055-54-0) → 5,6-dichloro-3-pyridinemethanol (54127-30-9)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at -20 ℃; for 0.666667h;

Reference yield: 81.0%

dimethyl sulfide borane (13292-87-0) + 5,6-dichloronicotinic acid (41667-95-2) → 5,6-dichloro-3-pyridinemethanol (54127-30-9)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; n-heptane; ethyl acetate;

Reference yield: 68.0%

5,6-dichloronicotinic acid (41667-95-2) → 5,6-dichloro-3-pyridinemethanol (54127-30-9)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; for 19.5h; Inert atmosphere;

DOI:10.1021/jm500259z

upstream raw materials:

5,6-dichloro-pyridine-3-carbaldehyde

5,6-dichloronicotinoyl chloride

5,6-dichloronicotinic acid

dimethyl sulfide borane

Downstream raw materials:

3-chloro-5-(hydroxymethyl)-N-[4-(trifluoromethyl)phenyl]-3',6'-dihydro-(2,4'-bipyridine)-1'(2'H)-carboxamide

3-phenoxymethyl-7R-(1,2,2-trimethyl-propyl)-6,7-dihydro-5H-[1,7]naphthyridin-8-one

7-methyl-3-(phenoxymethyl)-6,7-dihydro-1,7-naphthyridin-8(5H)-one

3-phenoxymethyl-6,7-dihydro-5H-[1,7]naphthyridin-8-one

Refernces

• 1、 -. "NEW SUBSTITUTED BIPHENYL ANALOGUES AS DUAL INHIBITORS OF AROMATASE AND SULFATASE". Page/Page column 51. . Retrieved 2015/07/16.
• 2、 Turlington, Mark,Malosh, Chrysa,Jacobs, Jon,Manka, Jason T.,Noetzel, Meredith J.,Vinson, Paige N.,Jadhav, Satyawan,Herman, Elizabeth J.,Lavreysen, Hilde,Mackie, Claire,Bartolomé-Nebreda, José M.,Conde-Ceide, Susana,Martín-Martín, M. Luz,Tong, Han Min,López, Silvia,Macdonald, Gregor J.,Steckler, Thomas,Daniels, J. Scott,Weaver, C. David,Niswender, Colleen M.,Jones, Carrie K.,Conn, P. Jeffrey,Lindsley, Craig W.,Stauffer, Shaun R.. "Tetrahydronaphthyridine and dihydronaphthyridinone ethers as positive allosteric modulators of the metabotropic glutamate receptor 5 (mGlu 5)". supporting information. p. 5620 - 5637. Retrieved 2014/08/05.