Production Method 1

149104-89-2

78775-11-8

Reaction Conditions

1.1 Reagents: Dimethyl sulfoxide ,  Oxalyl chloride Solvents: Dichloromethane ;  20 min, -78 °C
1.2 Solvents: Dichloromethane ;  1 h, -78 °C
1.3 Reagents: Triethylamine ;  1 h, -78 °C; 1 h, -78 °C → rt
1.4 Reagents: Hydrochloric acid Solvents: Water ;  rt

Reference

Potent Benzimidazole Sulfonamide Protein Tyrosine Phosphatase 1B Inhibitors Containing the Heterocyclic (S)-Isothiazolidinone Phosphotyrosine Mimetic

Combs, Andrew P.; Zhu, Wenyu; Crawley, Matthew L.; Glass, Brian; Polam, Padmaja; et al, Journal of Medicinal Chemistry, 2006, 49(13), 3774-3789

Production Method 2

41963-20-6

78775-11-8

Reaction Conditions

1.1 Reagents: Diisobutylaluminum hydride Solvents: Toluene ;  -78 °C; 30 min, -78 °C
1.2 Reagents: Sulfuric acid Solvents: Methanol ,  Water ;  overnight, rt

Reference

Synthesis and Evaluation of PPARδ Agonists That Promote Osteogenesis in a Human Mesenchymal Stem Cell Culture and in a Mouse Model of Human Osteoporosis

Kress, Brian J. ; Kim, Dong Hyun; Mayo, Jared R.; Farris, Jeffery T.; Heck, Benjamin; et al, Journal of Medicinal Chemistry, 2021, 64(10), 6996-7032

Production Method 3

149104-89-2

78775-11-8

Reaction Conditions

1.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
1.2 Reagents: Sodium bicarbonate ,  Sodium thiosulfate Solvents: Water ;  rt

Reference

Synthesis and evaluation of 1,2,4-methyltriazines as mGluR5 antagonists

Olson, Jeremy P.; Gichinga, Moses G.; Butala, Elizabeth; Navarro, Hernan A.; Gilmour, Brian P.; et al, Organic & Biomolecular Chemistry, 2011, 9(11), 4276-4286

Production Method 4

148547-19-7

78775-11-8

Reaction Conditions

1.1 Reagents: Diisobutylaluminum hydride Solvents: Dichloromethane ;  23 min, 0 °C; 0 °C → rt; 4 h, rt; rt → 0 °C
1.2 Reagents: Sodium hydroxide Solvents: Water ;  0 °C

Reference

Surveillance of Cancer Stem Cell Plasticity Using an Isoform-Selective Fluorescent Probe for Aldehyde Dehydrogenase 1A1

Anorma, Chelsea; Hedhli, Jamila; Bearrood, Thomas E.; Pino, Nicholas W.; Gardner, Sarah H.; et al, ACS Central Science, 2018, 4(8), 1045-1055

Production Method 5

7697-28-1

78775-11-8

Reaction Conditions

1.1 Reagents: (Dimethyl sulfide)trihydroboron Solvents: Diethyl ether ;  0 °C; overnight, reflux
1.2 Solvents: Methanol ;  2 h
1.3 Reagents: Dimethyl sulfoxide ,  Oxalyl chloride Solvents: Dichloromethane ;  20 min, -78 °C; 30 min, -78 °C
1.4 Solvents: Dichloromethane ;  10 min, -78 °C; 1 h, -78 °C
1.5 Reagents: Triethylamine ;  1 h, -78 °C; -78 °C → 0 °C
1.6 Reagents: Water

Reference

A One-Pot Allylation-Hydrostannation Sequence with Recycling of the Intermediate Tin Waste

Ghosh, Banibrata; Amado-Sierra, Maria Del Rosario I.; Holmes, Daniel; Maleczka, Robert E. Jr., Organic Letters, 2014, 16(9), 2318-2321

Production Method 6

149104-89-2

78775-11-8

Reaction Conditions

1.1 Reagents: Pyridinium chlorochromate Solvents: Dichloromethane ;  0 °C; 90 min, 0 °C

Reference

Synthesis and characterization of aryl thioacetyl styrene monomers: Towards a new generation of SERS-active polymers

Al-Hourani, Baker Jawabrah; Bravo-Vasquez, Juan P.; Hermann High, L. R.; Fenniri, Hicham, Tetrahedron Letters, 2007, 48(52), 9144-9147

Production Method 7

149104-89-2

78775-11-8

Reaction Conditions

1.1 Reagents: Manganese oxide (MnO2) Solvents: Chloroform ;  18 h, 70 °C

Reference

Discovery of GSK1070916, a Potent and Selective Inhibitor of Aurora B/C Kinase

Adams, Nicholas D.; Adams, Jerry L.; Burgess, Joelle L.; Chaudhari, Amita M.; Copeland, Robert A.; et al, Journal of Medicinal Chemistry, 2010, 53(10), 3973-4001

Production Method 8

7697-28-1

78775-11-8

Reaction Conditions

1.1 Reagents: O-Methylhydroxylamine (polymer-supported) ,  1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dimethylformamide
1.2 Reagents: 1,8-Diazabicyclo[5.4.0]undec-7-ene Solvents: Toluene
1.3 Reagents: 4-Bromobenzyl bromide
1.4 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran
1.5 Reagents: Potassium sodium tartrate ,  Potassium bisulfate Solvents: Water

Reference

Parallel Synthesis of Aldehydes and Ketone Facilitated by a New Solid-Phase Weinreb Amide

Salvino, Joseph M.; Mervic, Miljenko; Mason, Helen J.; Kiesow, Terence; Teager, David; et al, Journal of Organic Chemistry, 1999, 64(6), 1823-1830

4-Bromo-3-methylbenzaldehyde Raw materials

• 4-bromo-3-methyl-benzonitrile
• Methyl 4-bromo-3-methylbenzoate
• 4-Bromo-3-methylbenzoic acid
• 4-Bromo-3-methylbenzyl alcohol

4-Bromo-3-methylbenzaldehyde Preparation Products

• 4-Bromo-3-methylbenzaldehyde (78775-11-8)

• 1. Evidence of rutile-to-anatase photo-induced electron transfer in mixed-phase TiO2 by solid-state NMR spectroscopy?
  Weili Dai,Guangjun Wu,Michael Hunger Chem. Commun., 2015,51, 13779-13782
• 2. Examination of ammonia–poly(pyrrole) interactions by piezoelectric and conductivity measurements
  Analyst, 1991,116, 1125-1130
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• 4. Evolution of dealloying induced strain in nanoporous gold crystals?
  Ross Harder,David C. Dunand,Ian McNulty Nanoscale, 2017,9, 5686-5693
• 5. Excimer–monomer switch: a reaction-based approach for selective detection of fluoride?
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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoyl derivatives

• 90221-55-9(2-Bromo-5-methylbenzaldehyde)
• 52698-81-4(Benzaldehyde, bromo-)
• 74553-29-0(2,5-Dibromobenzaldehyde)
• 6630-33-7(2-Bromobenzaldehyde)
• 1122-91-4(4-Bromobenzaldehyde)
• 5629-98-1(2,4-Dibromobenzaldehyde)
• 400822-47-1(4-Bromo-3,5-dimethylbenzaldehyde)
• 824-54-4(2-Bromo-4-methylbenzaldehyde)
• 36276-24-1(3-Bromo-4-methylbenzaldehyde)
• 79839-49-9(2-bromobenzene-1,3-dicarbaldehyde)