ethyl 4-(2-chloro-4-fluorophenyl)-6-methyl-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate

Base Information

• Chemical Name: ethyl 4-(2-chloro-4-fluorophenyl)-6-methyl-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate
• CAS No.: 247037-78-1
• Molecular Formula: C₁₇H₁₅ClFN₃O₂S
• Molecular Weight: 379.842
• Mol file: 247037-78-1.mol

Synonyms:ethyl 4-(2-chloro-4-fluorophenyl)-6-methyl-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate

Chemical Property of ethyl 4-(2-chloro-4-fluorophenyl)-6-methyl-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-(2-chloro-4-fluorophenyl)-6-methyl-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate

There total 6 articles about ethyl 4-(2-chloro-4-fluorophenyl)-6-methyl-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate 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: 93.0%

thiazole-2-carboximidamide hydrochloride + ethyl 2-(2-chloro-4-fluorobenzylidene)-3-oxobutanoate → ethyl 4-(2-chloro-4-fluorophenyl)-6-methyl-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate (247037-78-1)

Guidance literature:

With 1-methyl-1H-imidazole; In tetrahydrofuran; at 60 ℃; for 65h; Inert atmosphere;

Reference yield: 44.0%

1,3-thiazole-2-carboximidamide hydrochloride (247037-82-7) + 2-chloro-4-fluorobenzaldehyde (84194-36-5) + ethyl acetoacetate (141-97-9) → ethyl 4-(2-chloro-4-fluorophenyl)-6-methyl-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate (247037-78-1)

Guidance literature:

With potassium acetate; In 2,2,2-trifluoroethanol; at 90 ℃; for 24h;

Reference yield:

(S)-α-3-oxobutanoyloxypropionic isopropyl ester → ethyl 4-(2-chloro-4-fluorophenyl)-6-methyl-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate (247037-78-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium acetate / propan-1-ol / 16 h / 80 °C

2: lithium / 1.5 h / 43 - 78 °C / Inert atmosphere

With sodium acetate; lithium; In propan-1-ol;

DOI:10.1021/acs.jmedchem.7b01914

upstream raw materials:

1,3-thiazole-2-carboximidamide hydrochloride

2-chloro-4-fluorobenzaldehyde

ethyl acetoacetate

ethanol

Downstream raw materials:

(3S)-4-((6-(2-chloro-4-fluorophenyl)-5-(ethoxycarbonyl)-2-(thiazol-2-yl)-3,6-dihydropyrimidin-4-yl)methyl)morpholine-3-carboxylic acid