3-Amino-5-fluorobenzoic acid

Base Information

• Chemical Name: 3-Amino-5-fluorobenzoic acid
• CAS No.: 786616-54-4
• Molecular Formula: C₇H₆FNO₂
• Molecular Weight: 155.129
• Hs Code.: 2922499990
• European Community (EC) Number: 866-881-6
• DSSTox Substance ID: DTXSID30591592
• Wikidata: Q72437112
• Mol file: 786616-54-4.mol

Synonyms:3-amino-5-fluorobenzoic acid;786616-54-4;Benzoic acid, 3-amino-5-fluoro- (9CI);5-AMINO-3-FLUOROBENZOIC ACID;MFCD07779526;3-amino-5-fluoro-benzoic acid;3-fluoro-5-aminobenzoic acid;SCHEMBL415930;DTXSID30591592;RYLBYCHERDTVAY-UHFFFAOYSA-N;BBL103326;CL8066;STL557136;AKOS005064132;AB42533;CS-W016258;GS-4024;SY104868;DB-011134;AM20050254;A23060;EN300-366076;J-511649

Chemical Property of 3-Amino-5-fluorobenzoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.606
• Boiling Point: 355.554 °C at 760 mmHg
• Flash Point: 168.833 °C
• PSA: 63.32000
• Density: 1.43 g/cm³
• LogP: 1.68730
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 155.03825660
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

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

3-Amino-5-fluorobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1N)F)C(=O)O

Technology Process of 3-Amino-5-fluorobenzoic acid

There total 1 articles about 3-Amino-5-fluorobenzoic 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: 91.0%

3-nitro-5-fluorobenzoic acid (14027-75-9) → 3-amino-5-fluorobenzoic acid (786616-54-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 2h; under 3102.97 Torr;

Reference yield:

3-amino-5-fluorobenzoic acid (786616-54-4) → 1-(3-(aminomethyl)phenyl)-N-(4-fluoro-3-(hydroxy(phenyl)methyl )phenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide

Guidance literature:

Multi-step reaction with 6 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 37 h / 20 °C / Inert atmosphere

3: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 5.5 h / 20 °C

4: tetrahydrofuran / 3 h / 0 - 20 °C

5: methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate / 1 h / 0 - 20 °C

6: ytterbium(III) triflate / 80 °C

With methanol; sodium tetrahydroborate; lithium aluminium tetrahydride; nickel(II) chloride hexahydrate; sodium hydrogencarbonate; Dess-Martin periodane; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; ytterbium(III) triflate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

3-amino-5-fluorobenzoic acid (786616-54-4) → 1-(3-(aminomethyl)phenyl)-N-(3-((cyclopropylmethoxy)(phenyl)methyl)-4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide

Guidance literature:

Multi-step reaction with 7 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 37 h / 20 °C / Inert atmosphere

3: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 5.5 h / 20 °C

4: tetrahydrofuran / 3 h / 0 - 20 °C

5: methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate / 1 h / 0 - 20 °C

6: ytterbium(III) triflate / 80 °C

7: ytterbium(III) triflate / 80 °C

With methanol; sodium tetrahydroborate; lithium aluminium tetrahydride; nickel(II) chloride hexahydrate; sodium hydrogencarbonate; Dess-Martin periodane; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; ytterbium(III) triflate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

3-nitro-5-fluorobenzoic acid

Downstream raw materials:

N-(3-fluoro-5-(oxazolo[4,5-b]pyridin-2-yl)phenyl)furan-2-carboxamide

Refernces

• 1、 -. "HUMAN PLASMA KALLIKREIN INHIBITORS". Page/Page column 351; 352. . Retrieved 2015/11/02.