Production Method 1

72652-32-5

934-05-4

Reaction Conditions

1.1 Solvents: Methanol ;  rt; 1 h, rt

Reference

Preparation of azolotriazinone melanin concentrating hormone receptor-1 antagonists

, World Intellectual Property Organization, , ,

Production Method 2

1193-62-0

934-05-4

Reaction Conditions

1.1 Reagents: Bromine Solvents: Carbon tetrachloride ;  -15 °C; 1 h, -15 °C; -15 °C → rt
1.2 Reagents: Sodium hydroxide Solvents: Water ;  10 min, rt

Reference

Synthesis and evaluation of the antiproliferative activity of novel pyrrolo[1,2-a]quinoxaline derivatives, potential inhibitors of Akt kinase. Part II

Desplat, Vanessa; Moreau, Stephane; Gay, Aurore; Fabre, Solene Belisle; Thiolat, Denis; et al, Journal of Enzyme Inhibition and Medicinal Chemistry, 2010, 25(2), 204-215

Production Method 3

72652-32-5

934-05-4

Reaction Conditions

1.1 Solvents: Methanol ;  1 h, rt

Reference

Synthesis and antidiabetic activities of novel pyrrolotriazine compounds as DPP-4 inhibitors

Li, Cui-juan; Le, Zhi-ping; Zhao, Chuan-sheng, Zhongguo Xinyao Zazhi, 2014, 23(18), 2195-2202

Production Method 4

72652-32-5

934-05-4

Reaction Conditions

1.1 Reagents: Sodium methoxide Solvents: Methanol ;  rt; 10 min, rt

Reference

Preparation of pyrrolopyridazine JAK3 inhibitors and their use for the treatment of inflammatory and autoimmune diseases

, World Intellectual Property Organization, , ,

Production Method 5

72652-32-5

934-05-4

Reaction Conditions

1.1 Solvents: Methanol ;  rt; 10 min, rt

Reference

Pyrrolopyridazine derivatives as JAK3 inhibitors and their preparation and use for the treatment of inflammatory and autoimmune diseases

, World Intellectual Property Organization, , ,

Production Method 6

72652-32-5

934-05-4

Reaction Conditions

1.1 Solvents: Methanol ;  rt; 10 min, rt

Reference

Preparation of pyrrolopyridazine JAK3 inhibitors and their use for the treatment of inflammatory and autoimmune diseases

, World Intellectual Property Organization, , ,

Production Method 7

2199-43-1

934-05-4

Reaction Conditions

1.1 Reagents: Bromine Solvents: Carbon tetrachloride ;  0 °C

Reference

Novel pyrazolopiperazinone- and pyrrolopiperazinone-based MCH-R1 antagonists

Meyers, Kenneth M.; Mendez-Andino, Jose; Colson, Anny-Odile; Hu, X. Eric; Wos, John A.; et al, Bioorganic & Medicinal Chemistry Letters, 2007, 17(3), 657-661

Production Method 8

72652-32-5

934-05-4

Reaction Conditions

1.1 Reagents: Bromine

Reference

Synthesis and reactions of 3,3'-dibromodihydrodipyrrins

Kitamura, Chitoshi; Yamashita, Yoshiro, Journal of the Chemical Society, 1997, (10), 1443-1447

Production Method 9

934-05-4

Reaction Conditions

Reference

Preparation of antibody-KSP inhibitor conjugates for treating hyperproliferative and angiogenic diseases

, World Intellectual Property Organization, , ,

Production Method 10

1193-62-0

934-05-4

934-07-6

937-16-6

Reaction Conditions

1.1 Reagents: Sodium bromide ,  Hydrogen peroxide Catalysts: Chloroperoxidase Solvents: tert-Butanol ,  Water ;  24 h, pH 6.2, 23 °C

Reference

Parameters for bromination of pyrroles in bromoperoxidase-catalyzed oxidations

Wischang, Diana; Hartung, Jens, Tetrahedron, 2011, 67(22), 4048-4054

Production Method 11

1193-62-0

934-05-4

937-16-6

Reaction Conditions

1.1 Reagents: Acetic acid ,  Sodium bromide ,  Hydrogen peroxide Catalysts: Sodium tungsten oxide (Na2WO4) Solvents: Ethanol ,  Water ;  30 °C

Reference

Tungstate-Catalyzed Biomimetic Oxidative Halogenation of (Hetero)Arene under Mild Condition

Ma, Zhuang; Lu, Helin; Liao, Ke; Chen, Zhilong, iScience, 2020, 23(5),

Production Method 12

72652-32-5

934-05-4

Reaction Conditions

1.1 Solvents: Methanol ;  1 h, 0 °C

Reference

Non-basic azolotriazinone MCHR1 antagonists for the treatment of obesity: An empirical brain-exposures-driven candidate selection for in vivo efficacy studies

Devasthale, Pratik; Wang, Wei; Mignone, James; Renduchintala, Kishore; Radhakrishnan, Sridhar; et al, Bioorganic & Medicinal Chemistry Letters, 2015, 25(20), 4412-4418

Production Method 13

1193-62-0

934-05-4

Reaction Conditions

1.1 Reagents: Potassium carbonate ,  Bromine Solvents: Dimethylformamide

Reference

Synthesis of 1-aroylmethylpyrroles as useful intermediates for further chemical transformation

Karousis, Nikolaos; Koriatopoulou, Konstantina; Varvounis, George, ARKIVOC (Gainesville, 2008, (2), 124-133

Production Method 14

72652-32-5

934-05-4

Reaction Conditions

1.1 Solvents: Methanol ;  rt; 10 min, rt

Reference

Preparation of quinolinylpyrroles for treatment of Flaviviridae family virus infection.

, World Intellectual Property Organization, , ,

Production Method 15

72652-32-5

934-05-4

Reaction Conditions

1.1 Solvents: Methanol ;  20 min, 0 °C; 30 min, 0 °C

Reference

Preparation of heteroaryl substituted pyrroles useful as inhibitors of protein kinases

, World Intellectual Property Organization, , ,

Production Method 16

934-05-4

Reaction Conditions

Reference

Electrophilic substitution on 2-trichloroacetylpyrrole

Belanger, P., Tetrahedron Letters, 1979, (27), 2504-8

Production Method 17

934-05-4

Reaction Conditions

Reference

Physiologically active substances from marine sponges. IV: heterocyclic compounds

Chib, Joginder S.; Stempien, Martin F. Jr.; Cecil, Jack T.; Ruggieri, George D.; Nigrelli, Ross F., Journal of Pharmaceutical Sciences, 1977, 66(7), 1052-4

Production Method 18

1193-62-0

934-05-4

934-07-6

Reaction Conditions

1.1 Reagents: Sodium bromide ,  Hydrogen peroxide Catalysts: Bromoperoxidase (immobilized) Solvents: tert-Butanol ,  Water ;  1 d, pH 6.2, 25 °C

Reference

Vanadate(V)-dependent bromoperoxidase immobilized on magnetic beads as reusable catalyst for oxidative bromination

Wischang, Diana; Hartung, Jens; Hahn, Thomas; Ulber, Roland; Stumpf, Tobias; et al, Green Chemistry, 2011, 13(1), 102-108

Production Method 19

1193-62-0

934-05-4

934-07-6

Reaction Conditions

1.1 Reagents: Sodium bromide ,  Hydrogen peroxide Catalysts: Vanadium-dependent bromoperoxidase 2 (Ascophyllum nodosum whole algae tissue gen… Solvents: tert-Butanol ,  Water ;  24 h, pH 6.2, 23 °C

Reference

Molecular cloning, structure, and reactivity of the second bromoperoxidase from Ascophyllum nodosum

Wischang, Diana; Radlow, Madlen; Schulz, Heiko; Vilter, Hans; Viehweger, Lutz; et al, Bioorganic Chemistry, 2012, 44, 25-34

Production Method 20

1193-62-0

934-05-4

934-07-6

Reaction Conditions

1.1 Reagents: Tetrabutylammonium tribromide Solvents: Dichloromethane ;  1 h, rt
1.2 Reagents: Sodium bicarbonate ,  Sodium sulfite Solvents: Water ;  rt

Reference

Substrate Controlled Regioselective Bromination of Acylated Pyrroles Using Tetrabutylammonium Tribromide (TBABr3)

Gao, Shuang; Bethel, Travis K.; Kakeshpour, Tayeb; Hubbell, Grace E.; Jackson, James E.; et al, Journal of Organic Chemistry, 2018, 83(16), 9250-9255

Methyl 4-bromo-1H-pyrrole-2-carboxylate Raw materials

• Ethyl 1H-pyrrole-2-carboxylate
• Methyl 1H-pyrrole-2-carboxylate
• 1-(4-Bromo-1H-pyrrol-2-yl)-2,2,2-trichloroethanone

Methyl 4-bromo-1H-pyrrole-2-carboxylate Preparation Products

• Methyl 5-bromo-1H-pyrrole-2-carboxylate (934-07-6)
• Methyl 4,5-dibromo-1H-pyrrole-2-carboxylate (937-16-6)
• Methyl 4-bromo-1H-pyrrole-2-carboxylate (934-05-4)

• 1. Establishment and implications of a characterization method for magnetic nanoparticle using cell tracking velocimetry and magnetic susceptibility modified solutions
  Huading Zhang,Lee R. Moore,Maciej Zborowski,P. Stephen Williams,Shlomo Margel,Jeffrey J. Chalmers Analyst, 2005,130, 514-527
• 2. Estimating and correcting interference fringes in infrared spectra in infrared hyperspectral imaging
  Ghazal Azarfar,Ebrahim Aboualizadeh,Nicholas M. Walter,Simona Ratti,Camilla Olivieri,Alessandra Norici,Michael Nasse,Achim Kohler,Mario Giordano Analyst, 2018,143, 4674-4683
• 3. Fe/S-Catalyzed synthesis of 2-benzoylbenzoxazoles and 2-quinolylbenzoxazoles via redox condensation of o-nitrophenols with acetophenones and methylquinolines?
  Thi Thu Tram Nguyen,Thanh Binh Nguyen Org. Biomol. Chem., 2021,19, 6015-6020
• 4. Excited state dynamics of symmetric and asymmetric Cr3(dpa)4Cl2 measured using femtosecond transient absorption spectroscopy?
  Chao-Han Cheng,Wen-Zhen Wang,Shie-Ming Peng,I-Chia Chen Phys. Chem. Chem. Phys., 2017,19, 25471-25477
• 5. Emergence of microfluidic wearable technologies
  Joo Chuan Yeo,Kenry Lab Chip, 2016,16, 4082-4090

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrroles Pyrrole carboxylic acids and derivatives

• 29682-15-3(Methyl 5-bromopyridine-2-carboxylate)
• 433267-55-1(Ethyl 4-bromo-1H-pyrrole-2-carboxylate)
• 29681-42-3(methyl 4-bromopyridine-2-carboxylate)
• 27746-02-7(4-Bromo-1H-pyrrole-2-carboxylic Acid)
• 162102-79-6(Dimethyl 4-bromopyridine-2,6-dicarboxylate)
• 941714-57-4(Methyl 3-bromo-1H-pyrrole-2-carboxylate)
• 293294-72-1(4-bromo-6-methoxycarbonyl-pyridine-2-carboxylic acid)
• 1208361-39-0(Methyl 1-amino-4-bromo-1H-pyrrole-2-carboxylate)
• 886372-49-2(Methyl 4-bromo-6-methylpicolinate)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)