2-Cyano-4,4-dimethyl-pent-2-enoic acid

Base Information

• Chemical Name: 2-Cyano-4,4-dimethyl-pent-2-enoic acid
• CAS No.: 88319-37-3
• Molecular Formula: C8H11NO2
• Molecular Weight: 153.181
• Mol file: 88319-37-3.mol

Synonyms:2-Pentenoic acid,2-cyano-4,4-dimethyl;

Chemical Property of 2-Cyano-4,4-dimethyl-pent-2-enoic acid

Chemical Property:

• Melting Point: 123.5-125 °C (decomp)
• Boiling Point: 287.4±23.0 °C(Predicted)
• PKA: 1.80±0.19(Predicted)
• PSA: 61.09000
• Density: 1.078±0.06 g/cm3(Predicted)
• LogP: 1.56708

Purity/Quality:

99% ^*data from raw suppliers

2-Cyano-4,4-dimethylpent-2-enoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Cyano-4,4-dimethyl-pent-2-enoic acid

There total 2 articles about 2-Cyano-4,4-dimethyl-pent-2-enoic 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: 80.0%

pivalaldehyde (630-19-3) + cyanoacetic acid (372-09-8) → 2-cyano-4,4-dimethylpent-2-enoic acid (88319-37-3)

Guidance literature:

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

DOI:10.1016/j.bioorg.2022.105673

Reference yield:

→ 2-cyano-4,4-dimethylpent-2-enoic acid (88319-37-3)

Guidance literature:

In methanol; for 30h;

With piperidine; In methanol; for 1h;

Reference yield: 47.0%

2-cyano-4,4-dimethylpent-2-enoic acid (88319-37-3) + 4-amino-3-(4-phenoxyphenyl)-1-[(3R)-piperidin-3-yl]-1H,2H,3H-imidazo[4,5-c]pyridin-2-one → (R)-2-(3-(4-amino-2-oxo-3-(4-phenoxyphenyl)-2,3-dihydro-1H-imidazo[4,5-c]pyridin-1-yl)piperidine-1-carbonyl)-4,4-dimethylpent-2-enenitrile

Guidance literature:

With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 2.5h;

upstream raw materials:

pivalaldehyde

cyanoacetic acid

Downstream raw materials:

1-(4-(3-amino-1H-indazol-4-yl)phenyl)-3-(1-(2-cyano-4,4-dimethylpent-2-enoyl)piperidin-3-yl)urea

(S)-2-(2-((6-amino-8-oxo-7-(4-phenoxyphenyl)-7H-purin-9(8H)-yl)methyl)pyrrolidine-1-carbonyl)-4,4-dimethylpent-2-enenitrile

2-(3-(6-amino-8-oxo-7-(4-phenoxyphenyl)-7H-purin-9(8H)-yl)pyrrolidine-1-carbonyl)-4,4-dimethylpent-2-enenitrile

Refernces

• 1、 -. "IMMUNOPROTEASOME INHIBITORS". Paragraph 0237. . Retrieved 2018/08/20.
• 2、 -. "PYRAZOLOPYRIMIDINE COMPOUNDS AS KINASE INHIBITORS". Page/Page column 52. . Retrieved 2014/03/26.