Methyl 2-chloro-4-(3-methyl-1-pyrrolidinyl)benzoate

Base Information

• Chemical Name: Methyl 2-chloro-4-(3-methyl-1-pyrrolidinyl)benzoate
• CAS No.: 313674-10-1
• Molecular Formula: C₁₃H₁₆ClNO₂
• Molecular Weight: 253.729
• DSSTox Substance ID: DTXSID401224918
• Mol file: 313674-10-1.mol

Synonyms:DTXSID401224918;Methyl 2-chloro-4-(3-methyl-1-pyrrolidinyl)benzoate;313674-10-1

Chemical Property of Methyl 2-chloro-4-(3-methyl-1-pyrrolidinyl)benzoate

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 253.0869564
• Heavy Atom Count: 17
• Complexity: 285

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CCN(C1)C2=CC(=C(C=C2)C(=O)OC)Cl

Technology Process of Methyl 2-chloro-4-(3-methyl-1-pyrrolidinyl)benzoate

There total 2 articles about Methyl 2-chloro-4-(3-methyl-1-pyrrolidinyl)benzoate 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: 84.0%

3-methylpyrrolidin (34375-89-8) + methyl 2-chloro-4-fluorobenzoate (85953-29-3) → methyl 2-chloro-4-(3-methylpyrrolidin-1-yl)benzoate (313674-10-1)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; potassium carbonate; at 120 ℃; for 3h;

DOI:10.1016/j.bmc.2008.09.039

Reference yield:

3-methyl-2-pyrrolidinone (2555-05-7) → methyl 2-chloro-4-(3-methylpyrrolidin-1-yl)benzoate (313674-10-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / LiAlH₄ / diethyl ether / 1 h / Heating

2: K₂CO₃ / 1-methyl-pyrrolidin-2-one / 4 h / 120 °C

With lithium aluminium tetrahydride; potassium carbonate; In 1-methyl-pyrrolidin-2-one; diethyl ether;

DOI:10.1021/jm000108p

Reference yield: 100.0%

methyl 2-chloro-4-(3-methylpyrrolidin-1-yl)benzoate (313674-10-1) → 2-chloro-4-(3-methylpyrrolidin-1-yl)benzoic acid (313674-13-4)

Guidance literature:

methyl 2-chloro-4-(3-methylpyrrolidin-1-yl)benzoate; With sodium hydroxide; water; In methanol; for 0.75h; Reflux;

With hydrogenchloride; In methanol; water;

DOI:10.1016/j.bmc.2008.09.039

upstream raw materials:

3-methylpyrrolidin

methyl 2-chloro-4-fluorobenzoate

3-methyl-2-pyrrolidinone

Downstream raw materials:

2-chloro-4-(3-methylpyrrolidin-1-yl)benzoic acid