1-benzyl-8-cyano-1,4-dihydro-7-p-fluorophenyl-4-oxopyrrolo<1,2-a>pyrimidine-3-carboxylic acid

Base Information

• Chemical Name: 1-benzyl-8-cyano-1,4-dihydro-7-p-fluorophenyl-4-oxopyrrolo<1,2-a>pyrimidine-3-carboxylic acid
• CAS No.: 111074-49-8
• Molecular Formula: C₂₂H₁₄FN₃O₃
• Molecular Weight: 387.37
• Mol file: 111074-49-8.mol

Synonyms:1-benzyl-8-cyano-1,4-dihydro-7-p-fluorophenyl-4-oxopyrrolo<1,2-a>pyrimidine-3-carboxylic acid

Chemical Property of 1-benzyl-8-cyano-1,4-dihydro-7-p-fluorophenyl-4-oxopyrrolo<1,2-a>pyrimidine-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzyl-8-cyano-1,4-dihydro-7-p-fluorophenyl-4-oxopyrrolo<1,2-a>pyrimidine-3-carboxylic acid

There total 8 articles about 1-benzyl-8-cyano-1,4-dihydro-7-p-fluorophenyl-4-oxopyrrolo<1,2-a>pyrimidine-3-carboxylic 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: 70.0%

1-Benzyl-8-cyano-7-(4-fluoro-phenyl)-4-oxo-1,4-dihydro-pyrrolo[1,2-a]pyrimidine-3-carboxylic acid ethyl ester (111074-59-0) → 1-benzyl-8-cyano-1,4-dihydro-7-p-fluorophenyl-4-oxopyrrolo<1,2-a>pyrimidine-3-carboxylic acid (111074-49-8)

Guidance literature:

With sodium hydroxide; In methanol; for 0.75h; Heating;

DOI:10.1002/jhet.5570240201

Reference yield:

N-(2-(4-fluorophenyl)-2-oxoethyl)acetamide (451-50-3) → 1-benzyl-8-cyano-1,4-dihydro-7-p-fluorophenyl-4-oxopyrrolo<1,2-a>pyrimidine-3-carboxylic acid (111074-49-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 76 percent / 50percent aq. NaOH / H₂O; methanol / 1.) 0 deg C, 15 min; 2.) 60-65 deg C, 35 min

2: 74 percent / ethanol / Ambient temperature; overnight

3: 74 percent / potassium t-butoxide; HCl / dimethylformamide / 18 h / Ambient temperature

4: 1.) sodium methoxide / 1.) DMF, room temp., 10 min; 2.) room temp., 12 h

5: 70 percent / 5percent NaOH / methanol / 0.75 h / Heating

With hydrogenchloride; sodium hydroxide; potassium tert-butylate; sodium methylate; In methanol; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570240201

Reference yield:

benzyl bromide (100-39-0) → 1-benzyl-8-cyano-1,4-dihydro-7-p-fluorophenyl-4-oxopyrrolo<1,2-a>pyrimidine-3-carboxylic acid (111074-49-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium methoxide / 1.) DMF, room temp., 10 min; 2.) room temp., 12 h

2: 70 percent / 5percent NaOH / methanol / 0.75 h / Heating

With sodium hydroxide; sodium methylate; In methanol;

DOI:10.1002/jhet.5570240201

upstream raw materials:

1-Benzyl-8-cyano-7-(4-fluoro-phenyl)-4-oxo-1,4-dihydro-pyrrolo[1,2-a]pyrimidine-3-carboxylic acid ethyl ester

N-(2-(4-fluorophenyl)-2-oxoethyl)acetamide

benzyl bromide

2-amino-3-cyano-4-p-fluorophenylpyrrole