3-(6-Chloro-pyridin-3-yl)-acrylic acid ethyl ester

Base Information

• Chemical Name: 3-(6-Chloro-pyridin-3-yl)-acrylic acid ethyl ester
• CAS No.: 159153-39-6
• Molecular Formula: C10H10 Cl N O2
• Molecular Weight: 211.648
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90445724
• Nikkaji Number: J942.436I,J1.995.450A
• Wikidata: Q82264243
• Mol file: 159153-39-6.mol

Synonyms:159153-39-6;3-(6-Chloro-pyridin-3-yl)-acrylic acid ethyl ester;ethyl (E)-3-(6-chloropyridin-3-yl)prop-2-enoate;(E)-ETHYL 3-(6-CHLOROPYRIDIN-3-YL)ACRYLATE;3-(6-Chloropyridin-3-yl)acrylic acid ethyl ester;2-PROPENOIC ACID, 3-(6-CHLORO-3-PYRIDINYL)-, ETHYL ESTER, (2E)-;ethyl (2E)-3-(6-chloropyridin-3-yl)prop-2-enoate;SCHEMBL8662085;DTXSID90445724;FHRIBCCVJCCJCZ-GQCTYLIASA-N;MFCD04039877;AKOS015838762;AKOS025293875;AS-80442;ethyl 3-(6-chloro-3-pyridyl)prop-2-enoate;(E)-Ethyl-3-(6-chloropyridin-3-yl)acrylate;3-(6-Chloropyridin-3-yl)acrylicacidethylester;ethyl (2E)-3-(6-chloro-3-pyridyl)acrylate;EN300-322691;3-(6-Chloro-3-pyridinyl)acrylic acid ethyl ester;A810003;(E)-ETHYL3-(6-CHLOROPYRIDIN-3-YL)ACRYLATE;ethyl (2Z)-3-(6-chloropyridin-3-yl)prop-2-enoate;(E)-3-(6-Chloro-3-pyridinyl)propenoic acid ethyl ester;3-(6-Chloro-pyridin-3-yl)-acrylic acid ethyl ester, AldrichCPR

Chemical Property of 3-(6-Chloro-pyridin-3-yl)-acrylic acid ethyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 325.4°Cat760mmHg
• Flash Point: 150.6°C
• PSA: 39.19000
• Density: 1.229g/cm³
• LogP: 2.31130
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 211.0400063
• Heavy Atom Count: 14
• Complexity: 218

Purity/Quality:

97% ^*data from raw suppliers

3-(6-Chloro-pyridin-3-yl)-acrylic acid ethyl ester ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CC1=CN=C(C=C1)Cl
• Isomeric SMILES: CCOC(=O)/C=C/C1=CN=C(C=C1)Cl

Technology Process of 3-(6-Chloro-pyridin-3-yl)-acrylic acid ethyl ester

There total 10 articles about 3-(6-Chloro-pyridin-3-yl)-acrylic acid ethyl ester 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: 87.0%

2-choro-5-iodopyridine (69045-79-0) + ethyl acrylate (140-88-5,9003-32-1) → ethyl (E)-3-(6-chloropyridin-3-yl)acrylate (159153-39-6)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; sodium acetate; In N,N-dimethyl-formamide; at 135 ℃; for 12h;

DOI:10.1021/ja038742q

Reference yield: 80.0%

6-chloronicotinylaldehyde (23100-12-1) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl (E)-3-(6-chloropyridin-3-yl)acrylate (159153-39-6)

Guidance literature:

In acetonitrile; for 10h; Heating;

DOI:10.1021/jo971728+

Reference yield: 75.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 6-chloronicotinylaldehyde (23100-12-1) → ethyl (E)-3-(6-chloropyridin-3-yl)acrylate (159153-39-6)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With potassium tert-butylate; In tetrahydrofuran; for 1h; Inert atmosphere;

6-chloronicotinylaldehyde; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jm401820q

upstream raw materials:

6-chloronicotinylaldehyde

ethyl (triphenylphosphoranylidene)acetate

diethoxyphosphoryl-acetic acid ethyl ester

2-choro-5-iodopyridine

Downstream raw materials:

ethyl (2E)-3-(6-{[(3R)-1-benzyl-3-pyrrolidinyl]amino}-3-pyridyl)acrylate

ethyl (2E)-3-(6-{[(3R)-1-(4-chlorobenzoyl)-3-pyrrolidinyl]amino}-3-pyridyl)acrylate