methyl (E)-3-(4-cyano-2-methoxypyridin-3-yl)prop-2-enoate

Base Information

Chemical Name:methyl (E)-3-(4-cyano-2-methoxypyridin-3-yl)prop-2-enoate
CAS No.:908279-58-3
Molecular Formula:C₁₁H₁₀N₂O₃
Molecular Weight:218.212
Hs Code.:
DSSTox Substance ID:DTXSID001191991
Mol file:908279-58-3.mol

Synonyms:908279-58-3;DTXSID001191991;Methyl (2E)-3-(4-cyano-2-methoxy-3-pyridinyl)-2-propenoate

Suppliers and Price of methyl (E)-3-(4-cyano-2-methoxypyridin-3-yl)prop-2-enoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Chemical Property of methyl (E)-3-(4-cyano-2-methoxypyridin-3-yl)prop-2-enoate

Chemical Property:

PSA：72.21000
LogP:1.14808
XLogP3:1.2
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:218.06914219
Heavy Atom Count:16
Complexity:318

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:COC1=NC=CC(=C1C=CC(=O)OC)C#N
Isomeric SMILES:COC1=NC=CC(=C1/C=C/C(=O)OC)C#N

Technology Process of methyl (E)-3-(4-cyano-2-methoxypyridin-3-yl)prop-2-enoate

There total 3 articles about methyl (E)-3-(4-cyano-2-methoxypyridin-3-yl)prop-2-enoate 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: 95.0%

: 908279-57-2
4-cyano-3-iodo-2-methoxypyridine

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 908279-58-3
(E)-methyl 3-(4'-cyano-2'-methoxypyridin-3'-yl)acrylate

Guidance literature:: With triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃; for 36h;
DOI:10.1021/jo060935j

Reference yield:

: 908279-56-1
2-chloro-4-cyano-3-iodopyridine

: 908279-58-3
(E)-methyl 3-(4'-cyano-2'-methoxypyridin-3'-yl)acrylate

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / methanol / 16 h / 20 °C

2: 95 percent / triethylamine / tetrakis(triphenylphosphine)palladium / dimethylformamide / 36 h / 100 °C

With triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; N,N-dimethyl-formamide; 2: Heck coupling;
DOI:10.1021/jo060935j

Reference yield:

: 33252-30-1
2-chloro-4-pyridinenitrile

: 908279-58-3
(E)-methyl 3-(4'-cyano-2'-methoxypyridin-3'-yl)acrylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium diisopropylamide / tetrahydrofuran / 0.03 h / -95 °C

1.2: 68 percent / iodine / tetrahydrofuran / -95 °C

2.1: 92 percent / methanol / 16 h / 20 °C

3.1: 95 percent / triethylamine / tetrakis(triphenylphosphine)palladium / dimethylformamide / 36 h / 100 °C

With triethylamine; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 3.1: Heck coupling;
DOI:10.1021/jo060935j