2-Chloro-4-piperidinobenzenecarboxylic acid

Base Information

• Chemical Name: 2-Chloro-4-piperidinobenzenecarboxylic acid
• CAS No.: 313674-11-2
• Molecular Formula: C12H14ClNO2
• Molecular Weight: 239.69806
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10441460
• Wikidata: Q82258231
• ChEMBL ID: CHEMBL3593866
• Mol file: 313674-11-2.mol

Synonyms:2-Chloro-4-piperidinobenzenecarboxylic acid;313674-11-2;2-chloro-4-(piperidin-1-yl)benzoic acid;2-chloro-4-piperidin-1-ylbenzoic acid;SCHEMBL2301042;CHEMBL3593866;DTXSID10441460;MFCD09152730;AKOS000101206;BB-0710;2-chloro-4-(piperidin-1-yl)benzoicacid;J-508696

Chemical Property of 2-Chloro-4-piperidinobenzenecarboxylic acid

Chemical Property:

• Melting Point: 224-226°
• Boiling Point: 423.1±35.0 °C(Predicted)
• PKA: 2.28±0.25(Predicted)
• PSA: 40.54000
• Density: 1.287±0.06 g/cm3(Predicted)
• LogP: 3.09350
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 239.0713064
• Heavy Atom Count: 16
• Complexity: 253

Purity/Quality:

98.5% ^*data from raw suppliers

2-Chloro-4-piperidinobenzenecarboxylic acid >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(CC1)C2=CC(=C(C=C2)C(=O)O)Cl

Technology Process of 2-Chloro-4-piperidinobenzenecarboxylic acid

There total 4 articles about 2-Chloro-4-piperidinobenzenecarboxylic 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: 88.0%

2-chloro-4-(piperidin-1-yl)benzoic acid methyl ester (313674-08-7) → 2-chloro-4-(piperidin-1-yl)benzoic acid (313674-11-2)

Guidance literature:

2-chloro-4-(piperidin-1-yl)benzoic acid methyl ester; With sodium hydroxide; water; In methanol; for 0.75h; Reflux;

With hydrogenchloride; In methanol; water;

DOI:10.1016/j.bmc.2008.09.039

Reference yield:

piperidine (110-89-4) → 2-chloro-4-(piperidin-1-yl)benzoic acid (313674-11-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / K₂CO₃ / 1-methyl-pyrrolidin-2-one / 5 h / 120 °C

2: 60 percent / 5 N aq. NaOH / methanol / 15 h / Heating

With sodium hydroxide; potassium carbonate; In 1-methyl-pyrrolidin-2-one; methanol;

DOI:10.1021/jm000108p

Reference yield:

methyl 2-chloro-4-fluorobenzoate (85953-29-3) → 2-chloro-4-(piperidin-1-yl)benzoic acid (313674-11-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / K₂CO₃ / 1-methyl-pyrrolidin-2-one / 5 h / 120 °C

2: 60 percent / 5 N aq. NaOH / methanol / 15 h / Heating

With sodium hydroxide; potassium carbonate; In 1-methyl-pyrrolidin-2-one; methanol;

DOI:10.1021/jm000108p

upstream raw materials:

2-chloro-4-(piperidin-1-yl)benzoic acid methyl ester

piperidine

methyl 2-chloro-4-fluorobenzoate

Downstream raw materials:

(2Z)-2-[1-(2-chloro-4-piperidin-1-ylbenzoyl)-4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene]-N-(pyridin-2-ylmethyl)acetamide hydrochloride

Refernces

• 1、 -. "4,4-DIFLUORO-1,2,3,4-TETRAHYDRO-5H-1-BENZAZEPINE DERIVATIVES OR SALTS THEREOF". Page 20; 24. . Retrieved 2008/06/13.