(E)-2-acetyl-3-(4-fluoro-phenyl)-but-2-enoic acid methyl ester

Base Information

• Chemical Name: (E)-2-acetyl-3-(4-fluoro-phenyl)-but-2-enoic acid methyl ester
• CAS No.: 1461666-03-4
• Molecular Formula: C₁₃H₁₃FO₃
• Molecular Weight: 236.243
• Mol file: 1461666-03-4.mol

Synonyms:(E)-2-acetyl-3-(4-fluoro-phenyl)-but-2-enoic acid methyl ester

Chemical Property of (E)-2-acetyl-3-(4-fluoro-phenyl)-but-2-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-acetyl-3-(4-fluoro-phenyl)-but-2-enoic acid methyl ester

There total 1 articles about (E)-2-acetyl-3-(4-fluoro-phenyl)-but-2-enoic acid methyl 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: 40.8%

1-ethynyl-4-fluorobenzene (766-98-3) + acetoacetic acid methyl ester (105-45-3) → (E)-2-acetyl-3-(4-fluoro-phenyl)-but-2-enoic acid methyl ester (1461666-03-4)

Guidance literature:

With indium(III) triflate; In o-xylene; at 120 ℃; for 2h;

Reference yield: 48.3%

(E)-2-acetyl-3-(4-fluoro-phenyl)-but-2-enoic acid methyl ester (1461666-03-4) + 1,3-thiazole-2-carboximidamide (212558-27-5) → 4-(4-fluoro-phenyl)-4,6-dimethyl-2-thiazol-2-yl-1,4-dihydro-pyrimidine-5-carboxylic acid methyl ester (1461666-04-5)

Guidance literature:

With sodium hydrogencarbonate; In 1-methyl-pyrrolidin-2-one; at 120 ℃; for 1.5h;

Reference yield:

(E)-2-acetyl-3-(4-fluoro-phenyl)-but-2-enoic acid methyl ester (1461666-03-4) → 4-(4-fluoro-phenyl)-4,6-dimethyl-2-thiazol-2-yl-4H-pyrimidine-1,5-dicarboxylic acid 1-tert-butyl ester 5-methyl ester (1461666-05-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one / 1.5 h / 120 °C

2: dmap / dichloromethane

With dmap; sodium hydrogencarbonate; In 1-methyl-pyrrolidin-2-one; dichloromethane;

upstream raw materials:

1-ethynyl-4-fluorobenzene

acetoacetic acid methyl ester

Downstream raw materials:

4-(4-fluoro-phenyl)-4,6-dimethyl-2-thiazol-2-yl-4H-pyrimidine-1,5-dicarboxylic acid 1-tert-butyl ester 5-methyl ester

6-bromomethyl-4-(4-fluoro-phenyl)-4-methyl-2-thiazol-2-yl-4H-pyrimidine-1,5-dicarboxylic acid 1-tert-butyl ester 5-methyl ester

C₂₇H₃₂FN₃O₇S

4-(4-fluoro-phenyl)-6-(1-methoxycarbonyl-1-methyl-ethoxymethyl)-4-methyl-2-thiazol-2-yl-1,4-dihydro-pyrimidine-5-carboxylic acid methyl ester