(E)-2-cyano-3-cyclopropylacrylic acid

Base Information

• Chemical Name: (E)-2-cyano-3-cyclopropylacrylic acid
• CAS No.: 98895-60-4
• Molecular Formula: C₇H₇NO₂
• Molecular Weight: 137.138
• Mol file: 98895-60-4.mol

Synonyms:2-cyano-3-cyclopropyl-acrylic acid

Chemical Property of (E)-2-cyano-3-cyclopropylacrylic acid

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

2-cyano-3-cyclopropylacrylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-cyano-3-cyclopropylacrylic acid

There total 1 articles about (E)-2-cyano-3-cyclopropylacrylic acid 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: 82.0%

cyanoacetic acid (372-09-8) + Cyclopropanecarboxaldehyde (1489-69-6) → 2-cyano-3-cyclopropyl-acrylic acid (98895-60-4)

Guidance literature:

With pyrrolidine; pyridine; at 20 ℃; for 3h;

DOI:10.1016/j.bioorg.2022.105673

Reference yield: 62.0%

2-cyano-3-cyclopropyl-acrylic acid (98895-60-4) + (R)-4-amino-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyridazin-7(6H)-one → (R)-2-(3-(4-amino-7-oxo-3-(4-phenoxyphenyl)-6,7-dihydro-1H-pyrazolo[3,4-d]pyridazin-1-yl)piperidine-1-carbonyl)-3-cyclopropylacrylonitrile

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acsmedchemlett.9b00395

Reference yield: 54.0%

(R)-5-(4-phenoxyphenyl)-7-(piperidin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine (1414357-25-7) + 2-cyano-3-cyclopropyl-acrylic acid (98895-60-4) → (R)-2-(3-(4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)piperidine-1-carbonyl)-3-cyclopropylacrylonitrile (1414357-15-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; at 20 ℃; for 4h;

upstream raw materials:

cyanoacetic acid

Cyclopropanecarboxaldehyde

Downstream raw materials:

(R)-2-(3-(4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)piperidine-1-carbonyl)-3-cyclopropylacrylonitrile

(S)-2-(2-((4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl)pyrrolidine-1-carbonyl)-3-cyclopropylacrylonitrile

2-{2-[4-amino-5-(2-fluoro-4-phenoxyphenyl)pyrrolo[2,3-d]pyrimidin-7-ylmethyl]pyrrolidine-1-carbonyl}-3-cyclopropylacrylonitrile

(S)-2-(2-((4-amino-5-(2-fluoro-4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl)pyrrolidine-1-carbonyl)-3-cyclopropylacrylonitrile

Refernces

• 1、 Liu, Tongzheng,Lu, Xiaoyun,Wang, Chaofan,Wen, Yalei,Yang, Fang,Zhang, Zhi-Min,Zhou, Yang,Zhou, Yuee. "Efficient targeted oncogenic KRASG12C degradation via first reversible-covalent PROTAC". . . Retrieved 2022/01/11.