2,6-Dichloro-3-fluorobenzoic acid

Base Information

• Chemical Name: 2,6-Dichloro-3-fluorobenzoic acid
• CAS No.: 178813-78-0
• Molecular Formula: C₇H₃Cl₂FO₂
• Molecular Weight: 209.004
• Hs Code.: 2916399090
• European Community (EC) Number: 630-286-8
• NSC Number: 190306
• DSSTox Substance ID: DTXSID10307158
• Wikidata: Q72466238
• Mol file: 178813-78-0.mol

Synonyms:2,6-dichloro-3-fluorobenzoic acid;178813-78-0;2,6-Dichloro-3-fluorobenzoicacid;2,6-Dichloro-5-fluorobenzoic acid;NSC190306;SCHEMBL1358784;DTXSID10307158;2,6-dichloro-3-fluoro benzoic acid;AC-322;MFCD06658165;AKOS015892790;CS-W021521;GS-3350;NSC-190306;AM20060808;FT-0600961;FT-0658230;2,6-Dichloro-3-fluorobenzoic acid, AldrichCPR;A20280

Chemical Property of 2,6-Dichloro-3-fluorobenzoic acid

Chemical Property:

• Vapor Pressure: 0.000477mmHg at 25°C
• Refractive Index: 1.574
• Boiling Point: 301.1 °C at 760 mmHg
• PKA: 1.28±0.25(Predicted)
• Flash Point: 135.9 °C
• PSA: 37.30000
• Density: 1.606 g/cm³
• LogP: 2.83070
• Sensitive.: Air Sensitive
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 207.9494129
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

98% ^*data from raw suppliers

2,6-Dichloro-3-fluorobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1F)Cl)C(=O)O)Cl

Technology Process of 2,6-Dichloro-3-fluorobenzoic acid

There total 1 articles about 2,6-Dichloro-3-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: 84.0%

2',6'-dichloro-3'-fluoroacetophenone (290835-85-7) → 2,6?dichloro?3?fluorobenzoic acid (178813-78-0)

Guidance literature:

With sodium hypochlorite; at 50 ℃; Temperature;

Reference yield:

2,6?dichloro?3?fluorobenzoic acid (178813-78-0) → 4-{3-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-3,6-dihydro-2H-pyridine-1-carbaldehyde (1227611-31-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: borane-THF / tetrahydrofuran / 20 °C / Reflux

2.1: sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium bromide / dichloromethane; water / -7 - -2 °C

3.1: potassium hydroxide / methanol / 0 - 20 °C / Inert atmosphere

4.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.17 h / -78 °C

4.2: 20 - 65 °C

5.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2 h / 90 °C

5.2: 2 h / 40 °C

6.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C

With sodium hypochlorite; borane-THF; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; boron trifluoride diethyl etherate; sodium hydrogencarbonate; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; sodium bromide; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 5.1: Suzuki Coupling;

Reference yield:

2,6?dichloro?3?fluorobenzoic acid (178813-78-0) → 3-[(S)-1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(1,2,5,6-tetrahydropyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine (1227611-56-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: borane-THF / tetrahydrofuran / 20 °C / Reflux

2.1: sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium bromide / dichloromethane; water / -7 - -2 °C

3.1: potassium hydroxide / methanol / 0 - 20 °C / Inert atmosphere

4.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.17 h / -78 °C

4.2: 20 - 65 °C

5.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C

6.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 0.5 h / 100 °C / Microwave irradiation

6.2: 2 h / 20 °C

With sodium hypochlorite; borane-THF; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; boron trifluoride diethyl etherate; sodium hydrogencarbonate; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; sodium bromide; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; 6.1: Suzuki Coupling;

upstream raw materials:

2',6'-dichloro-3'-fluoroacetophenone

Downstream raw materials:

((S)-1-{5-bromo-3-[(S)-1-(2,6-dichloro-3-fluorophenyl)ethyl]pyrrolo[2,3-b]pyridine-1-carbonyl}-3-methylbutyl)carbamic acid 9H-fluoren-9-ylmethyl ester

((S)-1-{5-bromo-3-[(R)-1-(2,6-dichloro-3-fluorophenyl)ethyl]pyrrolo[2,3-b]pyridine-1-carbonyl}-3-methylbutyl)carbamic acid 9H-fluoren-9-ylmethyl ester

6-[6-amino-5-[(2,6-dichloro-3-fluorophenyl)methoxy]-3-pyridyl]-1'-methylspiro[indoline-3,4'-piperidine]-2-one

3-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-1H-imidazol-4-yl)-1H-pyrrolo[2,3-b]pyridine

Refernces

• 1、 -. "FUSED BICYCLIC KINASE INHIBITORS". Page/Page column 26. . Retrieved 2012/12/13.
• 2、 -. "FUSED BICYCLIC KINASE INHIBITORS". Page/Page column 41. . Retrieved 2011/12/02.