5-(2,4-difluorobenzoyl)-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

Base Information

• Chemical Name: 5-(2,4-difluorobenzoyl)-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
• CAS No.: 96327-57-0
• Molecular Formula: C₁₅H₁₁F₂NO₃
• Molecular Weight: 291.254
• ChEMBL ID: CHEMBL9460
• DSSTox Substance ID: DTXSID00874642
• Nikkaji Number: J1.543.779K
• Mol file: 96327-57-0.mol

Synonyms:CHEMBL9460;96327-57-0;DTXSID00874642;1H-PYRROLIZINE-1-CARBOXYLIC ACID, 5-(2,4-DIFLUOR

Chemical Property of 5-(2,4-difluorobenzoyl)-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 291.07069954
• Heavy Atom Count: 21
• Complexity: 445

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CN2C(=CC=C2C(=O)C3=C(C=C(C=C3)F)F)C1C(=O)O

Technology Process of 5-(2,4-difluorobenzoyl)-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

There total 3 articles about 5-(2,4-difluorobenzoyl)-2,3-dihydro-1H-pyrrolizine-1-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: 53.0%

5-(2,4-Difluoro-benzoyl)-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid methyl ester (96327-16-1) → 5-(2,4-Difluoro-benzoyl)-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid (96327-57-0)

Guidance literature:

With potassium hydroxide; In methanol; water; for 1.5h; Heating;

DOI:10.1021/jm00146a011

Reference yield:

2,4-difluorobenzoyl chloride (72482-64-5) → 5-(2,4-Difluoro-benzoyl)-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid (96327-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / toluene / 67 h / Heating

2: 53 percent / 85percent KOH / methanol; H₂O / 1.5 h / Heating

With potassium hydroxide; In methanol; water; toluene;

DOI:10.1021/jm00146a011

Reference yield:

methyl 2,3-dihydro-1H-pyrrolo[1,2-a]-pyrrole-1-carboxylate (76786-65-7) → 5-(2,4-Difluoro-benzoyl)-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid (96327-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / toluene / 67 h / Heating

2: 53 percent / 85percent KOH / methanol; H₂O / 1.5 h / Heating

With potassium hydroxide; In methanol; water; toluene;

DOI:10.1021/jm00146a011

upstream raw materials:

5-(2,4-Difluoro-benzoyl)-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid methyl ester

2,4-difluorobenzoyl chloride

methyl 2,3-dihydro-1H-pyrrolo[1,2-a]-pyrrole-1-carboxylate