Production Method 1

399-94-0

934987-26-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  -70 °C; 45 min, -70 °C
1.2 2 h, -70 °C; -70 °C → 0 °C

Reference

Azaaryl compound, and preparation method therefor and use thereof

, World Intellectual Property Organization, , ,

Production Method 2

399-94-0

934987-26-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ,  Water ;  -70 °C; 45 min, -70 °C
1.2 2 h, -70 °C; -70 °C → 0 °C

Reference

Preparation of aza-heteroaryl compound and application thereof

, China, , ,

Production Method 3

399-94-0

934987-26-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ,  Water ;  -70 °C; 45 min, -70 °C
1.2 2 h, 0 °C

Reference

Preparation of the pyrimidone compound and their application as the anticancer agents

, China, , ,

Production Method 4

891180-59-9

934987-26-5

Reaction Conditions

1.1 Reagents: Pyridinium, 1-fluoro-2,4,6-trimethyl-, 1,1,1-trifluoromethanesulfonate (1:1) Catalysts: Aniline-2,4-disulfonic acid ,  Palladium diacetate Solvents: 1,2-Dichloroethane ;  10 h, rt; 24 h, 110 °C

Reference

Pd-Catalyzed, ortho C-H Methylation and Fluorination of Benzaldehydes Using Orthanilic Acids as Transient Directing Groups

Chen, Xiao-Yang ; Sorensen, Erik J., Journal of the American Chemical Society, 2018, 140(8), 2789-2792

Production Method 5

399-94-0

934987-26-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  -78 °C; 45 min, -78 °C
1.2 2 h, -78 °C

Reference

Preparation of triazolopyrimidine compounds useful in the treatment of diseases or disorders mediated by EED and/or PRC2

, United States, , ,

Production Method 6

399-94-0

934987-26-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  1 h, -78 °C
1.2 2 h, -78 °C
1.3 Reagents: Ammonium chloride Solvents: Water ;  0 °C

Reference

Preparation of macrocyclic compounds as SRC and MET, and/or CSF1R inhibitors

, World Intellectual Property Organization, , ,

Production Method 7

399-94-0

934987-26-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  -78 °C; 1 h, -78 °C
1.2 Solvents: Dimethylformamide ;  -78 °C; 2 h, -78 °C; -78 °C → rt
1.3 Reagents: Ammonium chloride Solvents: Water ;  rt

Reference

Fused bicyclic compounds as ASK1 activity regulators and their preparation, pharmaceutical compositions and use in the treatment of diseases

, World Intellectual Property Organization, , ,

Production Method 8

399-94-0

934987-26-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  -78 °C; 1 h, -78 °C
1.2 -78 °C; 30 min, -78 °C
1.3 Reagents: Ammonium chloride Solvents: Water

Reference

Preparation of cyclohexyl-ethyl substituted diaza- and triaza-tricyclic compounds as indole-amine-2,3-dioxygenase (IDO) antagonists for the treatment of cancer

, World Intellectual Property Organization, , ,

Production Method 9

399-94-0

934987-26-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  -78 °C; 1 h, -78 °C
1.2 -78 °C; 1 h, -78 °C
1.3 Reagents: Ammonium chloride Solvents: Water

Reference

Preparation of (5-fluoro-2,3-dihydrobenzofuran-4-yl)methanamine hydrochloride

, China, , ,

Production Method 10

399-94-0

934987-26-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  -70 °C; 45 min, -70 °C
1.2 2 h, -70 °C; -70 °C → 0 °C

Reference

Process for preparation of azaheteroaryl compound and application thereof

, World Intellectual Property Organization, , ,

Production Method 11

399-94-0

934987-26-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  -70 °C; 45 min, -70 °C
1.2 2 h, -70 °C

Reference

Pyridine or pyridazine cyclic compound and application thereof in preparing drugs for treating cancer diseases or disorders

, China, , ,

Production Method 12

399-94-0

934987-26-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  -65 °C; 30 min, -65 °C
1.2 2 h, -65 °C
1.3 Reagents: Ammonium chloride Solvents: Water

Reference

Nitrogen oxide compound or pharmacologically acceptable salt thereof and preparation method and application thereof

, China, , ,

Production Method 13

399-94-0

934987-26-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  30 min, -78 °C; 1 h, -78 °C
1.2 30 min, -78 °C
1.3 Reagents: Ammonium chloride Solvents: Water ;  rt

Reference

Preparation of benzenesulfonamide compounds and their use as therapeutic agents

, World Intellectual Property Organization, , ,

Production Method 14

399-94-0

934987-26-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  1 h, -78 °C
1.2 2 h, -78 °C; -78 °C → 0 °C
1.3 Reagents: Ammonium chloride Solvents: Water ;  0 °C

Reference

Macrocyclic compound, pharmaceutical composition, and use thereof

, World Intellectual Property Organization, , ,

Production Method 15

399-94-0

934987-26-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  30 min, -78 °C
1.2 15 min, -78 °C
1.3 Reagents: Acetic acid Solvents: Water ;  -78 °C

Reference

Preparation of (aza)pyridopyrazolopyrimidinones and indazolopyrimidinones and their use for treating or preventing diseases

, United States, , ,

Production Method 16

399-94-0

934987-26-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ,  Hexane ;  15 min, < -65 °C; 1 h, -78 °C
1.2 30 min, -78 °C
1.3 Reagents: Ammonium chloride Solvents: Water ;  -78 °C; -78 °C → rt

Reference

Indazole derivatives as estrogen receptor beta mediators and their preparation, pharmaceutical compositions and use in the treatment of diseases

, World Intellectual Property Organization, , ,

Production Method 17

399-94-0

934987-26-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  -70 °C; 30 min, -75 °C
1.2 Reagents: Dimethylformamide ;  -70 °C; 30 min, -70 °C
1.3 Reagents: Sulfuric acid Solvents: Water

Reference

Preparation of indazolyl-substituted sulfonamides and analogs as glucocorticoid receptor modulators in the treatment of inflammatory diseases

, World Intellectual Property Organization, , ,

2-bromo-3,6-difluorobenzaldehyde Raw materials

• 2-Bromo-1,4-difluorobenzene
• 2-Bromo-3-fluorobenzaldehyde

2-bromo-3,6-difluorobenzaldehyde Preparation Products

• 2-bromo-3,6-difluorobenzaldehyde (934987-26-5)

• 1. An aptasensor for detection of potassium ions based on RecJf exonuclease mediated signal amplification
  Bidou Wang,Xifeng Chen Analyst, 2014,139, 5695-5699
• 2. An all-solid-state asymmetric device based on a polyaniline hydrogel for a high energy flexible supercapacitor?
  Hamid Heydari,Mohammad B. Gholivand New J. Chem., 2017,41, 237-244
• 3. An artificial CO-releasing metalloprotein built by histidine-selective metallation?
  Inês S. Albuquerque,Hélia F. Jeremias,Miguel Chaves-Ferreira,Dijana Matak-Vinkovic,Omar Boutureira,Carlos C. Rom?o Chem. Commun., 2015,51, 3993-3996
• 4. An integrated digital microfluidic chip for multiplexed proteomic sample preparation and analysis by MALDI-MS?
  Hyejin Moon,Aaron R. Wheeler,Robin L. Garrell,Chang-Jin “CJ” Kim Lab Chip, 2006,6, 1213-1219
• 5. Alumina coating on 5 V lithium cobalt fluorophosphate cathode material for lithium secondary batteries – synthesis and electrochemical properties?
  S. Amaresh,K. Karthikeyan,K. J. Kim,Y. S. Lee RSC Adv., 2014,4, 23107-23115

• 360576-04-1(6-Bromo-2,3-difluorobenzaldehyde)
• 154650-59-6(2-Bromo-4,6-difluorobenzaldehyde)
• 154650-16-5(2-Bromo-6-fluoro-3-methylbenzaldehyde)
• 916792-17-1(2-Bromo-4-fluoro-5-methylbenzaldehyde)
• 360575-28-6(2-Bromo-6-fluorobenzaldehyde)
• 891180-59-9(2-Bromo-3-fluorobenzaldehyde)
• 357405-75-5(4-Bromo-2,5-difluorobenzaldehyde)
• 1114809-22-1(6-Bromo-2-fluoro-3-methylbenzaldehyde)
• 916792-23-9(4-bromo-2-fluoro-5-methyl-benzaldehyde)
• 870703-68-7(3,6-Dibromo-2-fluorobenzaldehyde)