Methyl 3-amino-5-fluoro-2-methylbenzoate

Base Information

• Chemical Name: Methyl 3-amino-5-fluoro-2-methylbenzoate
• CAS No.: 697739-04-1
• Molecular Formula: C9H10FNO2
• Molecular Weight: 183.182
• DSSTox Substance ID: DTXSID601211519
• Mol file: 697739-04-1.mol

Synonyms:METHYL 3-AMINO-5-FLUORO-2-METHYLBENZOATE;697739-04-1;MFCD16036853;SCHEMBL3575890;Benzoic acid, 3-amino-5-fluoro-2-methyl-, methyl ester;KKIKUUCOPAYYIW-UHFFFAOYSA-N;DTXSID601211519;AKOS012347336;BS-51817;SY286055;CS-0161143;EN300-3084321;METHYL3-AMINO-5-FLUORO-2-METHYLBENZOATE

Chemical Property of Methyl 3-amino-5-fluoro-2-methylbenzoate

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 183.06955672
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1N)F)C(=O)OC

Technology Process of Methyl 3-amino-5-fluoro-2-methylbenzoate

There total 3 articles about Methyl 3-amino-5-fluoro-2-methylbenzoate 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: 93.0%

5-fluoro-2-methyl-3-nitrobenzoic acid methyl ester (697739-03-0) → 3-amino-5-fluoro-2-methylbenzoic acid methyl ester (697739-04-1)

Guidance literature:

With aluminum (III) chloride; iron; In water; isopropyl alcohol; at 80 ℃; for 5h;

Reference yield:

5-fluoro-2-methyl-3-nitrobenzoic acid (850462-64-5) → 3-amino-5-fluoro-2-methylbenzoic acid methyl ester (697739-04-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 70 °C

2: palladium 10% on activated carbon; hydrogen / water; methanol / 2585.81 Torr

With sulfuric acid; palladium 10% on activated carbon; hydrogen; In methanol; water;

Reference yield:

5-fluoro-2-methylbenzoic acid (33184-16-6) → 3-amino-5-fluoro-2-methylbenzoic acid methyl ester (697739-04-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid; nitric acid / 1 h / -5 - 0 °C

2: sulfuric acid / 70 °C

3: palladium 10% on activated carbon; hydrogen / water; methanol / 2585.81 Torr

With sulfuric acid; palladium 10% on activated carbon; hydrogen; nitric acid; In methanol; water;

upstream raw materials:

5-fluoro-2-methyl-3-nitrobenzoic acid methyl ester

5-fluoro-2-methylbenzoic acid

5-fluoro-2-methyl-3-nitrobenzoic acid

Downstream raw materials:

methyl 6-fluoro-1H-indazole-4-carboxylate

methyl 3-{[(2R,6R)-1-benzyl-2,6-dimethylpiperidin-4-yl](ethyl)amino}-5-fluoro-2-methylbenzoate

3-{[(2R,6R)-1-benzyl-2,6-dimethylpiperidin-4-yl](ethyl)amino}-N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-5-fluoro-2-methylbenzamide

C₂₄H₃₀FN₂O₂^(1-)*Na⁽¹⁺⁾