Production Method 1

96515-79-6

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  -78 °C; 1.5 h, -78 °C
1.2 overnight, -78 °C → rt

Reference

Preparation of 2-(4-bromo or 4-iodo phenylamino)benzoic acid derivatives as MEK inhibitors for use as antiviral agents

, World Intellectual Property Organization, , ,

Production Method 2

96515-79-6

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  -78 °C; 1.5 h, -78 °C
1.2 -78 °C → rt; overnight, rt

Reference

Preparation of 2-(4-bromo or 4-iodo phenylamino)benzoic acid derivatives as MEK inhibitors for the treatment of asthma

, World Intellectual Property Organization, , ,

Production Method 3

96515-79-6

Reaction Conditions

1.1 Reagents: Butyllithium ,  2,2,6,6-Tetramethylpiperidine Solvents: Tetrahydrofuran ,  Hexane ;  -70 °C; 2 h, -70 °C
1.2 Solvents: Tetrahydrofuran ;  -70 °C

Reference

Preparation of (guanidinoimino)tetrahydroquinolines as sodium-hydrogen exchange inhibitors

, European Patent Organization, , ,

Production Method 4

96515-79-6

Reaction Conditions

Reference

Lewis acid-catalyzed redox-neutral amination of 2-(3-pyrroline-1-yl)benzaldehydes via intramolecular [1,5]-hydride shift/isomerization reaction

Jiang, Chun-Huan; Lei, Xiantao; Zhen, Le; Du, Hong-Jin; Wen, Xiaoan; et al, Beilstein Journal of Organic Chemistry, 2014, 10, 2892-2896

Production Method 5

96515-79-6

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  -78 °C; 1.5 h, -78 °C
1.2 -78 °C → rt; overnight, rt
1.3 Reagents: Water Solvents: Diethyl ether

Reference

Preparation of 2-phenylaminobenzamides and analogs as MEK inhibitors for the treatment of chronic pain

, World Intellectual Property Organization, , ,

Production Method 6

96515-79-6

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  -78 °C; 1.5 h, -78 °C
1.2 overnight, -78 °C → rt

Reference

Preparation of 2-(4-bromo or 4-iodo phenylamino)benzoic acid derivatives as MEK inhibitors

, World Intellectual Property Organization, , ,

Production Method 7

96515-79-6

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  -78 °C; 1.5 h, -78 °C
1.2 overnight, -78 °C → rt

Reference

Preparation of 2-phenylaminobenzoic acids and its amides as MEK inhibitors for treating or preventing septic shock

, World Intellectual Property Organization, , ,

Production Method 8

1306216-59-0

96515-79-6

Reaction Conditions

1.1 Reagents: Diisobutylaluminum hydride Solvents: Tetrahydrofuran ;  -78 °C; 1 h, -78 °C
1.2 Reagents: Diisopropyl ether ,  Sodium hydroxide Solvents: Water ;  rt → 25 °C; 15 min, 25 °C

Reference

Preparation of disubstituted 1,5-naphthyridines as ALK5 inhibitors and therapeutic uses thereof

, World Intellectual Property Organization, , ,

Production Method 9

96515-79-6

Reaction Conditions

1.1 Reagents: Butyllithium ,  Diisopropylethylamine Solvents: Tetrahydrofuran ,  Hexane ;  10 min, 0 °C; 0 °C → -78 °C
1.2 1 h, -78 °C
1.3 20 min, -78 °C

Reference

Preparation of 2,4-dioxothiazolidines and 4-oxo-2-thioxothiazolidines having telomerase inhibitory activity and methods of their use

, World Intellectual Property Organization, , ,

Production Method 10

96515-79-6

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  rt → -78 °C; 10 min, -78 °C; 1 h, -78 °C
1.2 5 min, -78 °C; 10 min, -78 °C
1.3 Reagents: Acetic acid Solvents: Water ;  -78 °C → rt

Reference

Preparation of carbostyril derivatives as antimicrobial agents

, China, , ,

Production Method 11

188723-58-2

96515-79-6

Reaction Conditions

1.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, 20 °C
1.2 Reagents: Sodium hydroxide Solvents: Water

Reference

Preparation of antidiabetic spirochroman compounds

, World Intellectual Property Organization, , ,

Production Method 12

394-30-9

96515-79-6

Reaction Conditions

1.1 Reagents: Methyl chloroformate ,  Triethylamine Solvents: Tetrahydrofuran ;  0.5 h, rt
1.2 Reagents: Sodium borohydride Solvents: Water ;  overnight, rt
1.3 Reagents: Hydrochloric acid Solvents: Water
1.4 Reagents: Pyridinium chlorochromate Solvents: Dichloromethane ;  2 h, rt

Reference

Preparation of spiroisoxazoline-based peptidomimetics as inhibitors of serine proteases, particularly HCV NS3-NS4A protease, for treating HCV infections

, United States, , ,

Production Method 13

452-66-4

96515-79-6

Reaction Conditions

1.1 Reagents: Chromium trioxide

Reference

Synthesis and antihypertensive activity of 1,4-dihydropyridine derivatives with a 4-(disubstituted phenyl) ring and an aminoalkyl ester group: highly potent and long-lasting calcium antagonists

Kanno, Hideo; Yamaguchi, Hisao; Okamiya, Yoshiaki; Sunakawa, Kiyotaka; Takeshita, Toru; et al, Chemical & Pharmaceutical Bulletin, 1992, 40(8), 2049-54

Production Method 14

96515-79-6

Reaction Conditions

Reference

Preparation of oxoheterocycle aminoguanidine hydrazone derivatives as sodium-proton exchange inhibitors

, World Intellectual Property Organization, , ,

5-Chloro-2-fluorobenzaldehyde Raw materials

• 5-Chloro-2-fluorotoluene
• 5-Chloro-2-fluorobenzoic acid
• (5-Chloro-2-fluorophenyl)methanol
• Benzamide, 5-chloro-2-fluoro-N-methoxy-N-methyl-

5-Chloro-2-fluorobenzaldehyde Preparation Products

• 5-Chloro-2-fluorobenzaldehyde (96515-79-6)

• 1. Exchanged ligands on the surface of a giant cluster: [(MoO3)176(H2O)63(CH3OH)17Hn](32 – n)–
  Chem. Commun., 1998, 1501-1502
• 2. Emerging 2D hybrid nanomaterials: towards enhanced sensitive and selective conductometric gas sensors at room temperature
  Hanie Hashtroudi,Ian D. R. Mackinnon J. Mater. Chem. C, 2020,8, 13108-13126
• 3. Establishing empirical design rules of nucleic acid templates for the synthesis of silver nanoclusters with tunable photoluminescence and functionalities towards targeted bioimaging applications?
  Jason Y. C. Lim,Yong Yu,Guorui Jin,Kai Li,Yi Lu,Jianping Xie Nanoscale Adv., 2020,2, 3921-3932
• 4. Fast-Track to Research Data Management in Experimental Material Science-Setting the Ground for Research Group Level Materials Digitalization.
  LarsBanko,AlfredLudwig
• 5. Excimer formation effects and trap-assisted charge recombination loss channels in organic solar cells of perylene diimide dimer acceptors?
  Min Kim,Jae-Joon Lee,Tengling Ye,Panagiotis E. Keivanidis,Kilwon Cho J. Mater. Chem. C, 2020,8, 1686-1696

• Solvents and Organic Chemicals Organic Compounds Aldehyde/Ketone

• 387-45-1(2-Chloro-6-fluorobenzaldehyde)
• 61072-56-8(4-Chloro-2-fluorobenzaldehyde)
• 85070-48-0(3-Chloro-2-fluorobenzaldehyde)
• 127675-46-1(3-Chloro-2,4-difluorobenzaldehyde)
• 1361871-90-0(4-(3,5-Dichlorophenyl)-2-fluorobenzaldehyde)
• 286474-59-7(6-Chloro-2-fluoro-3-methylbenzaldehyde)
• 695187-29-2(5-Chloro-2,4-difluorobenzaldehyde)
• 190011-87-1(3-Chloro-2,6-difluorobenzaldehyde)
• 252004-45-8(4-Chloro-2,6-difluorobenzaldehyde)
• 879093-02-4(4-Chloro-2,5-difluorobenzaldehyde)