Ethyl 6-(chloromethyl)nicotinate

Base Information

• Chemical Name: Ethyl 6-(chloromethyl)nicotinate
• CAS No.: 10177-23-8
• Molecular Formula: C9H10ClNO2
• Molecular Weight: 199.637
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30567474
• Wikidata: Q82453364
• Mol file: 10177-23-8.mol

Synonyms:ETHYL 6-(CHLOROMETHYL)NICOTINATE;10177-23-8;ETHYL 6-(CHLOROMETHYL)PYRIDINE-3-CARBOXYLATE;ethyl 6-chloromethylnicotinate;SCHEMBL9529349;DTXSID30567474;OMVMQZZXXLCHHI-UHFFFAOYSA-N;AKOS006304371;AB59997;ETHYL6-(CHLOROMETHYL)NICOTINATE

Chemical Property of Ethyl 6-(chloromethyl)nicotinate

Chemical Property:

• PSA: 39.19000
• LogP: 1.99710
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 199.0400063
• Heavy Atom Count: 13
• Complexity: 175

Purity/Quality:

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

ETHYL6-(CHLOROMETHYL)NICOTINATE 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN=C(C=C1)CCl

Technology Process of Ethyl 6-(chloromethyl)nicotinate

There total 4 articles about Ethyl 6-(chloromethyl)nicotinate 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: 100.0%

ethyl 6-(hydroxy-methyl)-pyrid-3-yl-carboxylate (35005-81-3) → 6-(chloromethyl)-3-pyridinecarboxylic acid ethyl ester (10177-23-8)

Guidance literature:

With thionyl chloride; In dichloromethane; at 0 - 25 ℃; for 2h;

DOI:10.1016/j.tetlet.2016.01.051

Reference yield:

ethyl 2,5-pyridinedicarboxylate (5552-44-3) → 6-(chloromethyl)-3-pyridinecarboxylic acid ethyl ester (10177-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄; CaCl₂

2: 94 percent / CCl₄; nBu₃P / 0.25 h

With tetrachloromethane; sodium tetrahydroborate; tributylphosphine; calcium chloride;

DOI:10.1016/j.ejmech.2004.07.003

Reference yield:

Pyridine-2,5-dicarboxylic acid (100-26-5) → 6-(chloromethyl)-3-pyridinecarboxylic acid ethyl ester (10177-23-8)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂SO₄

2: NaBH₄; CaCl₂

3: 94 percent / CCl₄; nBu₃P / 0.25 h

With tetrachloromethane; sodium tetrahydroborate; tributylphosphine; sulfuric acid; calcium chloride;

DOI:10.1016/j.ejmech.2004.07.003

upstream raw materials:

ethyl 6-(hydroxy-methyl)-pyrid-3-yl-carboxylate

Pyridine-2,5-dicarboxylic acid

ethyl 2,5-pyridinedicarboxylate

Downstream raw materials:

6-[1-Phenyl-1-thiophen-2-yl-meth-(Z)-ylideneaminooxymethyl]-nicotinic acid ethyl ester

6-benzhydrylideneaminooxymethyl-nicotinic acid ethyl ester

6-di-o-tolylmethyleneaminooxymethyl-nicotinic acid ethyl ester

6-chloromethyl-pyrid-3-yl-carbaldehyde