Methyl 2-(3-amino-2,6-difluorophenyl)acetate

Base Information

• Chemical Name: Methyl 2-(3-amino-2,6-difluorophenyl)acetate
• CAS No.: 361336-80-3
• Molecular Formula: C9H9F2NO2
• Molecular Weight: 201.173
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID20450068
• Wikidata: Q82269641
• Mol file: 361336-80-3.mol

Synonyms:Methyl 2-(3-amino-2,6-difluorophenyl)acetate;361336-80-3;methyl 3-amino-2,6-difluorophenylacetate;(3-AMINO-2,6-DIFLUORO-PHENYL)-ACETIC ACID METHYL ESTER;BENZENEACETIC ACID, 3-AMINO-2,6-DIFLUORO-, METHYL ESTER;Methyl (3-amino-2,6-difluorophenyl)acetate;SCHEMBL6286616;DTXSID20450068;ROSSYYRWJGVZJB-UHFFFAOYSA-N;CL8809;MFCD06658469;AKOS015851541;AB25811;AM84030;CS-W006855;DS-2311;SB36824;FT-0644509;A823135;3-Amino-2,6-difluorobenzeneacetic acid methyl ester;(3-Amino-2,6-difluorophenyl)acetic acid methyl ester;2-(3-amino-2,6-difluorophenyl)acetic acid methyl ester;methyl 2-[3-azanyl-2,6-bis(fluoranyl)phenyl]ethanoate

Chemical Property of Methyl 2-(3-amino-2,6-difluorophenyl)acetate

Chemical Property:

• Vapor Pressure: 0.008mmHg at 25°C
• Refractive Index: 1.519
• Boiling Point: 267.241 °C at 760 mmHg
• Flash Point: 115.424 °C
• PSA: 52.32000
• Density: 1.315 g/cm³
• LogP: 1.84370
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 201.06013485
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2-(3-amino-2,6-difluorophenyl)acetate 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC1=C(C=CC(=C1F)N)F

Technology Process of Methyl 2-(3-amino-2,6-difluorophenyl)acetate

There total 5 articles about Methyl 2-(3-amino-2,6-difluorophenyl)acetate 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: 68.0%

methyl (2,6-difluoro-3-nitrophenyl)acetate (361336-79-0) → methyl 2-(3-amino-2,6-difluorophenyl)acetate (361336-80-3)

Guidance literature:

With iron; acetic acid; at 80 ℃;

DOI:10.1021/jm030233b

Reference yield: 28.0%

methanol (67-56-1) + 2,6-difluorophenylacetic acid (85068-28-6) → methyl 2-(3-amino-2,6-difluorophenyl)acetate (361336-80-3)

Guidance literature:

2,6-difluorophenylacetic acid; With nitric acid; at -10 ℃; for 0.25h;

With 5%-palladium/activated carbon; hydrogen; In ethanol; at 20 ℃; under 1551.49 Torr;

methanol; Further stages;

DOI:10.1007/s00044-017-1809-x

Reference yield:

2,6-difluorophenylacetic acid (85068-28-6) → methyl 2-(3-amino-2,6-difluorophenyl)acetate (361336-80-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / HNO₃ / methanol / 0.25 h / -10 °C

2: oxalyl chloride; DMF / CH₂Cl₂ / 20 °C

3: 5.47 g / pyridine / CH₂Cl₂ / 20 °C

4: 68 percent / Fe; glacial acetic acid / 80 °C

With pyridine; oxalyl dichloride; nitric acid; iron; acetic acid; N,N-dimethyl-formamide; In methanol; dichloromethane;

DOI:10.1021/jm030233b

upstream raw materials:

methyl (2,6-difluoro-3-nitrophenyl)acetate

2,6-difluorophenylacetic acid

(2,6-difluoro-3-nitrophenyl)acetic acid

methanol

Downstream raw materials:

{2,6-difluoro-3-[(2-phenylethyl)amino]phenyl}acetic acid

{3-[(benzylsulfonyl)amino]-2,6-difluorophenyl}acetic acid

tert-butyl 4-{[({3-[(benzylsulfonyl)amino]-2,6-difluorophenyl}acetyl)amino]methyl}piperidine-1-carboxylate

benzyl (4-{[({2,6-difluoro-3-[(2-phenylethyl)amino]phenyl}acetyl)amino]methyl}phenyl)(imino)methylcarbamate

Refernces

• 1、 Parlow, John J.,Stevens, Anna M.,Stegeman, Roderick A.,Stallings, William C.,Kurumbail, Ravi G.,South, Michael S.. "Synthesis and crystal structures of substituted benzenes and benzoquinones as tissue factor VIIa inhibitors". . p. 4297 - 4312. Retrieved 2007/10/03.