3-(Pyrrolidin-1-yl)benzoic acid

Base Information

• Chemical Name: 3-(Pyrrolidin-1-yl)benzoic acid
• CAS No.: 72548-79-9
• Molecular Formula: C11H13NO2
• Molecular Weight: 191.23
• Hs Code.: 2933990090
• European Community (EC) Number: 629-982-4
• DSSTox Substance ID: DTXSID90349531
• Wikidata: Q82124854
• ChEMBL ID: CHEMBL1588787
• Mol file: 72548-79-9.mol

Synonyms:72548-79-9;3-(pyrrolidin-1-yl)benzoic acid;3-Pyrrolidin-1-yl-benzoic acid;3-pyrrolidin-1-ylbenzoic acid;3-(1-pyrrolidinyl)benzoic acid;Benzoic acid, 3-(1-pyrrolidinyl)-;MLS000124101;MFCD03426724;SMR000013242;3-pyrrolidinobenzoic acid;ChemDiv2_002577;cid_651721;SCHEMBL1517203;3-(pyrrolidin-1-yl)benzoicacid;CHEMBL1588787;BDBM55984;DTXSID90349531;HMS1376F03;HMS2330I23;Benzoic acid,3-(1-pyrrolidinyl)-;AMY33038;XCA54879;BBL009665;STK204988;AKOS000103045;Benzoic acid, 3-(pyrrolidin-1-yl)-;AC-2828;SY003059;TS-02694;BB 0217861;CS-0155284;FT-0648048;EN300-304155;A866244;J-513098;Z57352018

Chemical Property of 3-(Pyrrolidin-1-yl)benzoic acid

Chemical Property:

• Vapor Pressure: 1.39E-06mmHg at 25°C
• Melting Point: 215 °C
• Refractive Index: 1.597
• Boiling Point: 384.1 °C at 760 mmHg
• PKA: 3?+-.0.10(Predicted)
• Flash Point: 186.1 °C
• PSA: 40.54000
• Density: 1.221 g/cm³
• LogP: 2.05000
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(Pyrrolidin-1-yl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C2=CC=CC(=C2)C(=O)O

Technology Process of 3-(Pyrrolidin-1-yl)benzoic acid

There total 4 articles about 3-(Pyrrolidin-1-yl)benzoic 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: 80.0%

N-(3-carbomethoxyphenyl)pyrrolidine (186086-71-5) → 3-(pyrrolidin-1-yl)benzoic acid (72548-79-9)

Guidance literature:

With lithium hydroxide; In 1,4-dioxane; water; 1.) RT, 10 min, 2.) 40 deg C, 30 min;

DOI:10.1021/jm960669+

Reference yield:

Methyl 3-aminobenzoate (4518-10-9) → 3-(pyrrolidin-1-yl)benzoic acid (72548-79-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH, 2.) KI / 1.) DMF, 0 deg C, 14 h, 2.) DMF, 80 deg C, 72 h

2: 80 percent / LiOH*H₂O / dioxane; H₂O / 1.) RT, 10 min, 2.) 40 deg C, 30 min

With lithium hydroxide; sodium hydride; potassium iodide; In 1,4-dioxane; water;

DOI:10.1021/jm960669+

Reference yield:

meta-aminobenzoic acid (99-05-8,159139-79-4) → 3-(pyrrolidin-1-yl)benzoic acid (72548-79-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / acetyl chloride / 1 h / Heating

2: 1.) NaH, 2.) KI / 1.) DMF, 0 deg C, 14 h, 2.) DMF, 80 deg C, 72 h

3: 80 percent / LiOH*H₂O / dioxane; H₂O / 1.) RT, 10 min, 2.) 40 deg C, 30 min

With lithium hydroxide; sodium hydride; acetyl chloride; potassium iodide; In 1,4-dioxane; water;

DOI:10.1021/jm960669+

upstream raw materials:

N-(3-carbomethoxyphenyl)pyrrolidine

Methyl 3-aminobenzoate

meta-aminobenzoic acid

Downstream raw materials:

C₂₆H₃₄N₄O₃

C₂₈H₂₈Cl₂N₄O₃

C₂₁H₂₆N₄O

C₃₅H₄₄Cl₂N₆O₂

Refernces

• 1、 Semple, Graeme,Ryder, Hamish,Rooker, David P.,Batt, Andrzej R.,Kendrick, David A.,Szelke, Michael,Ohta, Mitsuaki,Satoh, Masato,Nishida, Akito,Akuzawa, Shinobu,Miyata, Keiji. "(3R)-N-(1-(tert-butylcarbonylmethyl)-2,3-dihydro-2-oxo-5-(2-pyridyl)- 1H-1,4-benzodiazepin-3-yl)-N'-(3-(methylamino)phenyl)urea (YF476): A potent and orally active gastrin/CCK-B antagonist". . p. 331 - 341. Retrieved 2007/10/03.