Methyl 4-amino-3-fluorobenzoate

Base Information

• Chemical Name: Methyl 4-amino-3-fluorobenzoate
• CAS No.: 185629-32-7
• Molecular Formula: C8H8FNO2
• Molecular Weight: 169.155
• Hs Code.: 2922499990
• European Community (EC) Number: 674-745-0
• DSSTox Substance ID: DTXSID50457888
• Nikkaji Number: J1.373.057A
• Wikidata: Q72437127
• Mol file: 185629-32-7.mol

Synonyms:methyl 4-amino-3-fluorobenzoate;185629-32-7;methyl 4-amino-3-fluorobenzenecarboxylate;methyl-4-amino-3-fluorobenzoate;MFCD08689703;4-amino-3-fluoro-benzoic acid methyl ester;Methyl4-amino-3-fluorobenzoate;4-Amino-3-fluorobenzoic acid methyl ester;Benzoic acid, 4-amino-3-fluoro-, methyl ester;SCHEMBL1457756;methyl 3-fluoro-4-aminobenzoate;DTXSID50457888;DOMJYWCXCVFKCA-UHFFFAOYSA-N;CS-M0954;AKOS005072802;AM62247;FA-0701;Methyl4-amino-3-fluorobenzenecarboxylate;SY008043;3-Fluoro-4-aminobenzoic acid methyl ester;FT-0680986;EN300-69530;A856776;J-522295;5-BETA-CHOLANICACID-3,7,12-TRIONEMETHYLESTER

Chemical Property of Methyl 4-amino-3-fluorobenzoate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 109-110°C
• Boiling Point: 296.33oC at 760 mmHg
• Flash Point: 133.016oC
• PSA: 52.32000
• Density: 1.264g/cm3
• LogP: 1.77570
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 169.05390666
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

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

Methyl4-Amino-3-fluorobenzoate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C=C1)N)F

Technology Process of Methyl 4-amino-3-fluorobenzoate

There total 8 articles about Methyl 4-amino-3-fluorobenzoate 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: 99.4%

methyl 3-fluoro-4-nitrobenzoate (185629-31-6) → methyl 4-amino-3-fluorobenzene carboxylate (185629-32-7)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol; ethyl acetate; at 20 ℃; for 16h; under 760.051 Torr;

Reference yield: 87.0%

methyl 3,4-difluorobenzoate (369-25-5) → methyl 4-amino-3-fluorobenzene carboxylate (185629-32-7)

Guidance literature:

With dipotassium peroxodisulfate; sodium azide; water; silver carbonate; In N,N-dimethyl-formamide; at 120 ℃; regioselective reaction; Sealed tube;

DOI:10.1039/c8ob01749b

Reference yield: 77.95%

methanol (67-56-1) + 4-amino-3-fluorobenzoic acid (455-87-8) → methyl 4-amino-3-fluorobenzene carboxylate (185629-32-7)

Guidance literature:

With sulfuric acid; at 0 - 80 ℃; for 15h; Inert atmosphere;

upstream raw materials:

methyl 3-fluoro-4-nitrobenzoate

3-methoxy-4-nitrobenzoic acid

3-fluoro-4-nitrobenzoic acid

methyl 3,4-difluorobenzoate

Downstream raw materials:

3-fluoro-4-[2-oxo-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-acetylamino]-benzoic acid methyl ester

3-fluoro-4-[[2-hydroxy-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthalenyl)acetyl]amino]benzoic acid

methyl 3-fluoro-4-(N-sulfinyl)aminobenzoate

Refernces

• 1、 -. "FXR RECEPTOR AGONIST". Paragraph 0223-0225; 0272-0274. . Retrieved 2020/06/02.
• 2、 -. "BORON CONTAINING COMPOUNDS AND THEIR USES". Paragraph 0370; 0371. . Retrieved 2020/03/29.