2-Chloro-7-fluoroquinoline-3-carboxaldehyde

Base Information

• Chemical Name: 2-Chloro-7-fluoroquinoline-3-carboxaldehyde
• CAS No.: 745830-16-4
• Molecular Formula: C10H5ClFNO
• Molecular Weight: 209.607
• Hs Code.: 2933499090
• European Community (EC) Number: 804-036-5
• DSSTox Substance ID: DTXSID80477539
• Wikidata: Q82310306
• Mol file: 745830-16-4.mol

Synonyms:745830-16-4;2-Chloro-7-fluoroquinoline-3-carboxaldehyde;2-CHLORO-7-FLUOROQUINOLINE-3-CARBALDEHYDE;MFCD09787681;2-Chloro-7-fluoro-quinoline-3-carbaldehyde;3-Quinolinecarboxaldehyde, 2-chloro-7-fluoro-;SCHEMBL6509;DTXSID80477539;CZBARWPAXUPUFB-UHFFFAOYSA-N;AKOS015946061;AB51974;NS-02330;CS-0238641;D79902;EN300-198577;2-Chloro-7-fluoroquinoline-3-carboxaldehyde, AldrichCPR

Chemical Property of 2-Chloro-7-fluoroquinoline-3-carboxaldehyde

Chemical Property:

• Vapor Pressure: 9.25E-05mmHg at 25°C
• Melting Point: 223.2-224.5 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6))
• Boiling Point: 339.3°C at 760 mmHg
• PKA: -2.50±0.50(Predicted)
• Flash Point: 159°C
• PSA: 29.96000
• Density: 1.449g/cm³
• LogP: 2.83980
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 209.0043696
• Heavy Atom Count: 14
• Complexity: 226

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-7-fluoroquinoline-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC2=NC(=C(C=C21)C=O)Cl)F

Technology Process of 2-Chloro-7-fluoroquinoline-3-carboxaldehyde

There total 2 articles about 2-Chloro-7-fluoroquinoline-3-carboxaldehyde 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: 80.0%

N-(3-fluorophenyl)acetamide (351-28-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-chloro-7-fluoroquinoline-3-carbaldehyde (745830-16-4)

Guidance literature:

With trichlorophosphate; at 0 - 80 ℃; for 16h;

DOI:10.1128/AAC.00140-14

Reference yield:

meta-fluoroaniline (372-19-0) → 2-chloro-7-fluoroquinoline-3-carbaldehyde (745830-16-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / chloroform / 1 h / 0 °C

2.1: trichlorophosphate / 0 - 75 °C / Inert atmosphere

2.2: 0.5 h / 0 - 10 °C / Inert atmosphere

With triethylamine; trichlorophosphate; In chloroform; 2.1: Vilsmeier-Haack reaction / 2.2: Vilsmeier-Haack reaction;

DOI:10.1515/HC.2011.024

Reference yield: 82.0%

2-Methylphenylboronic acid (16419-60-6) + 2-chloro-7-fluoroquinoline-3-carbaldehyde (745830-16-4) → C17H12FNO (1287286-89-8)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 120 ℃; for 1h; microwave irradiation;

upstream raw materials:

N-(3-fluorophenyl)acetamide

N,N-dimethyl-formamide

meta-fluoroaniline

Downstream raw materials:

2-[N-(cyclohexylmethyl)-N-ethylamino]-7-fluoroquinoline-3-carbaldehyde

2-chloro-7-fluoroquinolin-3-ylmethanol

C₁₇H₁₂FNO

2-((S)-1-(7-fluoro-2-(3-fluorophenyl)quinolin-3-yl)ethyl)isoindoline-1,3-dione

Refernces

• 1、 Reddy, B. K. Kishore,Landge, Sudhir,Ravishankar, Sudha,Patil, Vikas,Shinde, Vikas,Tantry, Subramanyam,Kale, Manoj,Raichurkar, Anandkumar,Menasinakai, Sreenivasaiah,Mudugal, Naina Vinay,Ambady, Anisha,Ghosh, Anirban,Tunduguru, Ragadeepthi,Kaur, Parvinder,Singh, Ragini,Kumar, Naveen,Bharath, Sowmya,Sundaram, Aishwarya,Bhat, Jyothi,Sambandamurthy, Vasan K.,Bj?rkelid, Christofer,Jones, T. Alwyn,Das, Kaveri,Bandodkar, Balachandra,Malolanarasimhan, Krishnan,Mukherjee, Kakoli,Ramachandran, Vasanthi. "Assessment of mycobacterium tuberculosis pantothenate kinase vulnerability through target knockdown and mechanistically diverse inhibitors". . p. 3312 - 3326. Retrieved 2014/06/09.
• 2、 Srihari, Ejjirothu,Kumar, Gangala Siva,Kumar, Chebolu Naga Sesha Sai Pavan,Seth, Ratnesh Kumar,Biswas, Sukla,Sridhar, Balasubramanian,Rao, Vaidya Jayathirtha. "Synthesis and antimalarial activity of Baylis-Hillman adducts from substituted 2-chloroquinoline-3-carboxaldehydes". experimental part. p. 111 - 119. Retrieved 2011/11/30.