5-ethoxycarbonyl-6-(4'-fluorophenyl)-4-isopropyl-2-methoxypyrimidine

Base Information

• Chemical Name: 5-ethoxycarbonyl-6-(4'-fluorophenyl)-4-isopropyl-2-methoxypyrimidine
• CAS No.: 147118-33-0
• Molecular Formula: C₁₇H₁₉FN₂O₃
• Molecular Weight: 318.348
• Mol file: 147118-33-0.mol

Synonyms:5-ethoxycarbonyl-6-(4'-fluorophenyl)-4-isopropyl-2-methoxypyrimidine

Chemical Property of 5-ethoxycarbonyl-6-(4'-fluorophenyl)-4-isopropyl-2-methoxypyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-ethoxycarbonyl-6-(4'-fluorophenyl)-4-isopropyl-2-methoxypyrimidine

There total 6 articles about 5-ethoxycarbonyl-6-(4'-fluorophenyl)-4-isopropyl-2-methoxypyrimidine 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:

ethyl 3-(4'-fluorophenyl)-3-oxopropionate (1999-00-4) + isobutyraldehyde (78-84-2) + 2-methyl-isourea (2440-60-0) → 5-ethoxycarbonyl-6-(4'-fluorophenyl)-2-methoxypyrimidine + 5-ethoxycarbonyl-6-(4'-fluorophenyl)-4-isopropyl-2-methoxypyrimidine (147118-33-0)

Guidance literature:

ethyl 3-(4'-fluorophenyl)-3-oxopropionate; isobutyraldehyde; 2-methyl-isourea; With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 75 ℃;

With tert.-butylhydroperoxide; potassium carbonate; copper dichloride; In dichloromethane; at 38 - 40 ℃;

DOI:10.1021/ol051879w

Reference yield:

4-fluorobenzaldehyde (459-57-4) → 5-ethoxycarbonyl-6-(4'-fluorophenyl)-4-isopropyl-2-methoxypyrimidine (147118-33-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 86.7 percent / piperidine, AcOH / benzene / Heating

2: 1.) HMPA, 2.) DDQ / 1.) 100 deg C, 22 h, 2.) benzene, 30 min

3: 95.7 percent / m-CPBA / CHCl₃ / Ambient temperature

With piperidine; N,N,N,N,N,N-hexamethylphosphoric triamide; acetic acid; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In chloroform; benzene;

DOI:10.1016/S0968-0896(96)00248-9

Reference yield:

(E)-2-<(4-fluorophenyl)methylene>-4-methyl-3-oxopentanoic acid ethyl ester (122930-45-4) → 5-ethoxycarbonyl-6-(4'-fluorophenyl)-4-isopropyl-2-methoxypyrimidine (147118-33-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) HMPA, 2.) DDQ / 1.) 100 deg C, 22 h, 2.) benzene, 30 min

2: 95.7 percent / m-CPBA / CHCl₃ / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In chloroform;

DOI:10.1016/S0968-0896(96)00248-9

upstream raw materials:

sodium methylate

ethyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylate

ethyl 3-(4'-fluorophenyl)-3-oxopropionate

isobutyraldehyde

Downstream raw materials:

(E)-(3R,5S)-7-[4-(4-Fluoro-phenyl)-6-isopropyl-2-methoxy-pyrimidin-5-yl]-3,5-dihydroxy-hept-6-enoic acid methyl ester