Production Method 1

936-12-9

Reaction Conditions

1.1 Reagents: Triphenylphosphine Solvents: Tetrahydrofuran ;  rt; 4 h, 80 °C; 80 °C → 20 °C

Reference

Synthesis of 2-Alkylidenepyrrolidines, Pyrroles, and Indoles by Condensation of Silyl Enol Ethers and 1,3-Bis-Silyl Enol Ethers with 1-Azido-2,2-dimethoxyethane and Subsequent Reductive Cyclization

Bellur, Esen; Goerls, Helmar; Langer, Peter, Journal of Organic Chemistry, 2005, 70(12), 4751-4761

Production Method 2

1924654-79-4

936-12-9

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ;  overnight, 1 atm, rt

Reference

The synthesis of pyrroles and oxazoles based on gold α-imino carbene complexes

Loy, Nicole S. Y.; Choi, Subin; Kim, Sunggak; Park, Cheol-Min, Chemical Communications (Cambridge, 2016, 52(46), 7336-7339

Production Method 3

499970-40-0

936-12-9

Reaction Conditions

1.1 Catalysts: Gold(1+), (acetonitrile)[1,3-bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-im… Solvents: Acetonitrile ;  14 h, rt

Reference

Regioselective synthesis of functionalized pyrroles via gold(I)-catalyzed [3+2] cycloaddition of stabilized vinyl diazo derivatives and nitriles

Lonzi, Giacomo; Lopez, Luis A., Advanced Synthesis & Catalysis, 2013, 355(10), 1948-1954

Production Method 4

141-97-9

17157-48-1

936-12-9

Reaction Conditions

1.1 Reagents: Sodium ethoxide Solvents: Dimethylformamide ;  20 °C
1.2 12 h, 20 °C

Reference

Process for preparation of pyrrole derivatives

, China, , ,

Production Method 5

141-97-9

24442-57-7

936-12-9

Reaction Conditions

Reference

Discovery of potent, selective sulfonylfuran urea endothelial lipase inhibitors

Goodman, Krista B.; Bury, Michael J.; Cheung, Mui; Cichy-Knight, Maria A.; Dowdell, Sarah E.; et al, Bioorganic & Medicinal Chemistry Letters, 2009, 19(1), 27-30

Production Method 6

141-97-9

936-12-9

Reaction Conditions

1.1 Reagents: Bromine ;  2 h, cooled; 1 h, cooled
1.2 Reagents: Ammonia Solvents: Water ;  1 h; 0.5 h, rt

Reference

Preparation of substituted 1-heterocyclylsulfonyl-2-aminomethyl-5-(hetero)aryl-1H-pyrrole derivatives as acid secretion inhibitors for treating ulcer and related disorders

, World Intellectual Property Organization, , ,

Production Method 7

3613-34-1

936-12-9

Reaction Conditions

Reference

The rearrangement of 4-chloromethyl-1,4-dihydropyridine derivatives to pyrrolo[1,2-c]pyrimidines

Bullock, Eric; Gregory, Brian; Thomas, M. Thomas, Canadian Journal of Chemistry, 1977, 55(4), 693-9

Production Method 8

74469-98-0

936-12-9

Reaction Conditions

1.1 Reagents: Ammonia

Reference

The synthesis of 1,3-diazepine derivatives by the ring expansion of alkyl 4-chloromethyl-1,2,3,4-tetrahydro-6-methyl-2-oxopyrimidine-5-carboxylates

Bullock, Eric; Carter, Roger A.; Cochrane, Regina M.; Gregory, Brian; Shields, Douglas C., Canadian Journal of Chemistry, 1977, 55(5), 895-905

Production Method 9

78932-45-3

936-12-9

Reaction Conditions

1.1 Reagents: Trimethylsilyl triflate ;  rt

Reference

Preparation of pyrroles by reaction of donor-acceptor cyclopropanes with nitriles in the presence of Lewis acid catalysts.

, United States, , ,

Production Method 10

78932-45-3

936-12-9

Reaction Conditions

1.1 Reagents: Trimethylsilyl triflate Solvents: Acetonitrile ;  8 h, -40 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water

Reference

A Powerful New Strategy for Diversity-Oriented Synthesis of Pyrroles from Donor-Acceptor Cyclopropanes and Nitriles

Yu, Ming; Pagenkopf, Brian L., Organic Letters, 2003, 5(26), 5099-5101

Production Method 11

5065-82-7

936-12-9

Reaction Conditions

1.1 Reagents: Mesityl bromide ,  Potassium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Dimethylformamide ;  1 h, 150 °C

Reference

Efficient synthesis of pyrroles and 4,5,6,7-tetrahydroindoles via palladium-catalyzed oxidation of hydroxy-enamines

Aoyagi, Yutaka; Mizusaki, Toshihiko; Shishikura, Masahiro; Komine, Takashi; Yoshinaga, Tokuji; et al, Tetrahedron, 2006, 62(36), 8533-8538

Production Method 12

141764-76-3

936-12-9

Reaction Conditions

1.1 Reagents: Mercuric chloride Solvents: Acetonitrile ,  Water
1.2 Reagents: Ammonium acetate

Reference

Unsaturated sulfoxides in organic synthesis: a new general pyrrole synthesis

Chan, Wing Hong; Lee, Albert W. M.; Lee, Ka Ming; Lee, Tin Yau, Journal of the Chemical Society, 1994, (17), 2355-6

Production Method 13

231609-63-5

936-12-9

Reaction Conditions

1.1 Reagents: Diisobutylaluminum hydride Solvents: Tetrahydrofuran
1.2 Reagents: Sodium ethoxide Solvents: Ethanol
1.3 Solvents: Water
1.4 Solvents: Dichloromethane

Reference

Versatility of Weinreb amides in the Knorr pyrrole synthesis

Alberola, Angel; Ortega, Alfonso Gonzalez; Sadaba, M. Luisa; Sanudo, Carmen, Tetrahedron, 1999, 55(21), 6555-6566

Production Method 14

1135793-19-9

936-12-9

Reaction Conditions

1.1 Solvents: Dimethyl sulfoxide ;  24 h, 150 °C

Reference

Synthesis of 3-acylpyrroles, 3-(alkoxycarbonyl)pyrroles, 1,5,6,7-tetrahydro-4H-indol-4-ones and 3-benzoylpyridines based on Staudinger-aza-Wittig reactions of 1,3-dicarbonyl compounds with 2- and 3-azido-1,1-dialkoxyalkanes

Bellur, Esen; Yawer, Mirza A.; Hussain, Ibrar; Riahi, Abdolmajid; Fatunsin, Olumide; et al, Synthesis, 2009, (2), 227-242

Production Method 15

124647-57-0

936-12-9

Reaction Conditions

1.1 Solvents: Dimethyl sulfoxide ;  24 h, 150 °C

Reference

Synthesis of functionalized pyrroles and 6,7-dihydro-1H-indol-4(5H)-ones by reaction of 1,3-dicarbonyl compounds with 2-azido-1,1-diethoxyethane

Bellur, Esen; Langer, Peter, Tetrahedron Letters, 2006, 47(13), 2151-2154

Production Method 16

141-97-9

24442-57-7

936-12-9

Reaction Conditions

1.1 Reagents: Ammonia Solvents: Water ;  2 h, 0 - 10 °C; overnight, rt

Reference

Synthesis and biological evaluation of 3-substituted-indolin-2-one derivatives containing chloropyrrole moieties

Jin, Yun-Zhou; Fu, Da-Xu; Ma, Nan; Li, Zhan-Cheng; Liu, Quan-Hai; et al, Molecules, 2011, 16, 9368-9385

Production Method 17

141-97-9

936-12-9

Reaction Conditions

1.1 Reagents: Bromine Solvents: Carbon tetrachloride ;  6 h, 0 - 10 °C; 30 min, 0 - 10 °C
1.2 Reagents: Ammonium hydroxide Solvents: Water ;  2 h, 0 - 10 °C; overnight, rt

Reference

tetrahydropyrrolonaphthyridinones and related compounds as inhibitors of the HIV integrase enzyme and their preparation

, World Intellectual Property Organization, , ,

Production Method 18

141-97-9

24442-57-7

936-12-9

Reaction Conditions

1.1 Reagents: Ammonia Solvents: Tetrahydrofuran ;  15 min

Reference

Preparation of pyrrolocarboxamides as modulators of orphan nuclear receptor RAR-related orphan receptor-gamma (RORγ, NR1F3) activity and for the treatment of chronic inflammatory and autoimmune diseases

, World Intellectual Property Organization, , ,

Production Method 19

141-97-9

936-12-9

Reaction Conditions

1.1 Reagents: Ammonium hydroxide Solvents: Water ;  0 °C; overnight, rt

Reference

Preparation of pyrrolopyridines and thiazolopyridines, particularly N-[(4-hydroxy-1H-pyrrolo[2,3-c]pyridin-5-yl)carbonyl]glycine and N-(7-hydroxythiazolo[4,5-c]pyridin-6-yl)carbonyl]glycine derivatives, as hypoxia inducible factor hydroxylase modulators

, World Intellectual Property Organization, , ,

Production Method 20

136814-21-6

936-12-9

Reaction Conditions

Reference

Product class 13: 1H-pyrroles

Black, D. StC., Science of Synthesis, 2002, 9, 441-552

Ethyl 2-methyl-1H-pyrrole-3-carboxylate Raw materials

• Ethyl acetoacetate
• Acetic Acid 1,2-dibromo-ethyl Ester
• ethyl 2-butoxycyclopropane-1-carboxylate
• Bromo-Acetaldehyde
• 3-Butenoic acid, 2-diazo-, ethyl ester
• ethyl 3-((N-methoxy-N-methylcarbamoyl)methylamino)crotonate
• 2-Butenoic acid, 3-[(2-hydroxyethyl)amino]-, ethyl ester
• 2-Butenoic acid, 3-[(2,2-diethoxyethyl)amino]-, ethyl ester
• 3-Furancarboxylic acid, 4,5-dihydro-2-methyl-5-(phenylthio)-, ethyl ester
• 1-acetyl-2-methyl-1H-Pyrrole-3-carboxylic acid ethyl ester
• 2-Butenoic acid, 3-[(2-hydroxyethyl)amino]-, ethyl ester, (2E)-
• 3,5-Pyridinedicarboxylic acid,4-(chloromethyl)-1,4-dihydro-2,6-dimethyl-, diethyl ester
• 1H-Pyrrole-3-carboxylic acid, 1-methoxy-2-methyl-, ethyl ester

Ethyl 2-methyl-1H-pyrrole-3-carboxylate Preparation Products

• Ethyl 2-methyl-1H-pyrrole-3-carboxylate (936-12-9)

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• 4. Fate of single walled carbon nanotubes in wetland ecosystems?
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrroles Pyrrole carboxylic acids and derivatives

• 2199-59-9(Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate)
• 1721-26-2(Ethyl 2-methylnicotinate)
• 37669-78-6(ethyl 2,4-dimethylpyridine-3-carboxylate)
• 52459-90-2(Methyl 2,4-dimethyl-1H-pyrrole-3-carboxylate)
• 2199-52-2(Ethyl 2,5-dimethyl-1H-pyrrole-3-carboxylate)
• 2199-51-1(Ethyl 2,4-Dimethylpyrrole-3-carboxylate)
• 37059-18-0(1H-Pyrrole-3-carboxylicacid, 5-formyl-2,4-dimethyl-, phenylmethyl ester)
• 2199-53-3(1H-Pyrrole-3-carboxylicacid, 4,5-dimethyl-, ethyl ester)
• 2199-54-4(1H-Pyrrole-3-carboxylicacid, 2,4,5-trimethyl-, ethyl ester)
• 65185-06-0(1H-Pyrrole-3-carboxylicacid, 4,5-dimethyl-, methyl ester)