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
• Mol file: 10177-23-8.mol

Synonyms:ETHYL 6-(CHLOROMETHYL)NICOTINATE;6-Chlormethyl-nicotinsaeure-ethylester;6-chloromethyl-nicotinic acid ethyl ester;6-(chloromethyl)-3-pyridinecarboxylic acid ethyl ester;ethyl 2-chloromethyl-nicotinate;3-Pyridinecarboxylic acid,6-(chloromethyl)-,ethyl ester;ethyl 6-chloromethyl-pyrid-3-yl-carboxylate;

Chemical Property of ETHYL 6-(CHLOROMETHYL)NICOTINATE

Chemical Property:

• PSA: 39.19000
• LogP: 1.99710
• Storage Temp.: 2-8°C

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:

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-chloromethyl-pyrid-3-yl-carbaldehyde

6-{4-[3-(1H-Tetrazol-5-yl)-propoxy]-phenoxymethyl}-nicotinic acid ethyl ester

Refernces

• 1、 Brindisi, Margherita,Maramai, Samuele,Grillo, Alessandro,Brogi, Simone,Butini, Stefania,Novellino, Ettore,Campiani, Giuseppe,Gemma, Sandra. "Development of a practical and scalable route for the preparation of the deacetoxytubuvaline (dTuv) fragment of pretubulysin and analogs". supporting information. p. 920 - 923. Retrieved 2016/02/05.
• 2、 N'Goka, Victor,Stenb?l, Tine B.,Krogsgaard-Larsen, Povl,Schlewer, Gilbert. "Synthesis and GABA uptake inhibitory properties of 6-aryl iminoxymethyl substituted nipecotic acids". . p. 889 - 895. Retrieved 2007/10/03.