METHYL 1H-PYRROLE-2-CARBOXYLATE

Base Information

• Chemical Name: METHYL 1H-PYRROLE-2-CARBOXYLATE
• CAS No.: 1193-62-0
• Molecular Formula: C6H7NO2
• Molecular Weight: 125.127
• Hs Code.: 29339900
• Mol file: 1193-62-0.mol

Synonyms:Pyrrole-2-carboxylicacid, methyl ester (6CI,7CI,8CI);2-Methoxycarbonylpyrrole;Methyl 2-pyrrylcarboxylate;Methyl pyrrole-2-carboxylate;NSC 48131;a-Carbomethoxypyrrole;

Chemical Property of METHYL 1H-PYRROLE-2-CARBOXYLATE

Chemical Property:

• Vapor Pressure: 0.0665mmHg at 25°C
• Melting Point: 74-78 °C(lit.)
• Refractive Index: 1.526
• Boiling Point: 230.254 °C at 760 mmHg
• PKA: 15.16±0.50(Predicted)
• Flash Point: 93.055 °C
• PSA: 42.09000
• Density: 1.184 g/cm³
• LogP: 0.80130
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• Water Solubility.: Soluble in water.

Purity/Quality:

99% ^*data from raw suppliers

Methyl1H-Pyrrole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Description: Methyl 2-pyrrolecarboxylate is a crystalline or powder,It can be used as an organic reagent and can be obtained by the reaction of pyrrole with dimethyl carbonate.
• Uses: Methyl 1H-Pyrrole-2-carboxylate is an intermediate used to prepare pyrrolyl aryl sulfones with activity against HIV-1. It is also used in the synthesis of diaryl pyrrolecarboxylates as combretastatin A-4/lamellarin T hybrids with anti-mitotic and cytotoxic activity.

Technology Process of METHYL 1H-PYRROLE-2-CARBOXYLATE

There total 45 articles about METHYL 1H-PYRROLE-2-CARBOXYLATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

pyrrole (109-97-7,30604-81-0) + sodium methylate (124-41-4) + trifluoroacetyl chloride (76-02-8) → methyl Pyrrole-2-carboxylate (1193-62-0)

Guidance literature:

pyrrole; trifluoroacetyl chloride; With 4-methyl-morpholine; In tert-butyl methyl ether; at 10 - 30 ℃; Large scale reaction;

sodium methylate; In methanol; tert-butyl methyl ether; at 20 - 35 ℃; Large scale reaction;

DOI:10.1021/op100008m

Reference yield: 99.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + pyrrole-2-carboxyl acid (634-97-9) → methyl Pyrrole-2-carboxylate (1193-62-0)

Guidance literature:

In methanol; diethyl ether;

DOI:10.1016/S0040-4020(01)92234-3

Reference yield: 98.0%

1-(2-Trimethylsilanyl-ethanesulfonyl)-1H-pyrrole-2-carboxylic acid methyl ester (106018-91-1) → methyl Pyrrole-2-carboxylate (1193-62-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1.5h; Ambient temperature;

DOI:10.1016/S0040-4039(00)84458-5

upstream raw materials:

methanol

1H-pyrrole-2-carbonyl chloride

2,5-dimethoxy-tetrahydro-furan-2-carboxylic acid methyl ester

ammonium acetate

Downstream raw materials:

pyrrole-2-carboxamide

methyl N-methylpyrrole-2-carboxylate

methyl 5-nitro-1H-pyrrole-2-carboxylate

4,5-dibromopyrrole-2-carboxylic acid methyl ester

Refernces

• 1、 Taskaya, Sultan,Menges, Nurettin,Balci, Metin. "Gold-catalyzed formation of pyrrolo- and indolo-oxazin-1-one derivatives: The key structure of some marine natural products". . p. 897 - 905. Retrieved 2015.
• 2、 Khan,Morgan. "-". . p. 2197,2198. Retrieved 1965.
• 3、 Chen, Wenmin,Zhan, Peng,De Clercq, Erik,Pannecouque, Christophe,Balzarini, Jan,Jiang, Xin,Liu, Xinyong. "Design, synthesis and biological evaluation of N2,N 4-disubstituted-1,1,3-trioxo-2H,4H-pyrrolo[1,2-b][1,2,4,6] thiatriazine derivatives as HIV-1 NNRTIs". . p. 7091 - 7100. Retrieved 2013.
• 4、 Ruest, Luc,Menard, Hugues,Moreau, Vincent,Laplante, Francois. "Ryanoids and related compounds - Chemoselective electrocatalytic hydrogenation of alkyl α-pyrrole carboxylates: Selective hydrogenation of ryanodine". . p. 1662 - 1667. Retrieved 2002.
• 5、 Leroy, Jacques,Porhiel, Emmanuel,Bondon, Arnaud. "Synthesis and characterization of partially β-fluorinated 5,10,15,20-tetraphenylporphyrins and some derivatives". . p. 6713 - 6722. Retrieved 2002.
• 6、 Cho, Hidetsura,Matsuki, Shinsuke,Mizuno, Akira,Annoura, Hirokazu,Tatsuoka, Toshio. "Synthesis of pyrroloazepines. Facile synthesis of 2-substituted pyrrole derivatives by the phosgene method". . p. 87 - 91. Retrieved 1997.
• 7、 -. "Synthetic method 3 - ethylamine-based pyrrole compound (by machine translation)". Paragraph 0025-0028. . Retrieved 2020/06/09.