34402-78-3

Basic information

• Product Name: METHYL 4-METHYL-1H-PYRROLE-2-CARBOXYLATE
• Synonyms: METHYL 4-METHYL-1H-PYRROLE-2-CARBOXYLATE;4-METHYLPYRROLE-2-CARBOXYLIC ACID*METHYL ESTER;4-Methyl-1H-pyrrole-2-carboxylic acid methyl ester;Attalure
• CAS NO: 34402-78-3
• Molecular Formula: C₇H₉NO₂
• Molecular Weight: 139.15
• Product Categories: Esters;Pyrroles & Indoles;Pyrroles & Indoles
• Mol File: 34402-78-3.mol
• Article Data: 11

Chemical Properties

• Melting Point: 73-74℃ (cyclohexane )
• Boiling Point: 250.2±20.0℃ (760 Torr)
• Flash Point: 105.1±21.8℃
• Appearance: /
• Density: 1.141±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.022mmHg at 25°C
• Refractive Index: 1.524
• Storage Temp.: -20°C
• PKA: 15.46±0.50(Predicted)
• CAS DataBase Reference: METHYL 4-METHYL-1H-PYRROLE-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-METHYL-1H-PYRROLE-2-CARBOXYLATE(34402-78-3)
• EPA Substance Registry System: METHYL 4-METHYL-1H-PYRROLE-2-CARBOXYLATE(34402-78-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 34402-78-3(Hazardous Substances Data)

Usage

Uses

Methyl 4-Methylpyrrole-2-carboxylate is a useful reagent for preparation of (E)-3-(2-(N-phenylcarbamoyl)vinyl)pyrrole-2-carboxylic acid derivatives, a novel class of glycine site antagonists.

InChI:InChI=1/C7H9NO2/c1-5-3-6(8-4-5)7(9)10-2/h3-4,8H,1-2H3

Upstream product

• 140663-20-3 5-Methyl-6-trimethylsilanyloxy-5,6-dihydro-4H-[1,2]oxazine-3-carboxylic acid methyl ester 
• 67-56-1 methanol 
• 1173715-73-5 tert-butyl (2S,4S)-4-hydroxy-4-methyl-1-p-toluenesulfonylpyrrolidine-2-carboxylate 
• 1173715-82-6 methyl (2S)-4-methylene-1-p-toluenesulfonylpyrroplidine-2-carboxylate 
• 5680-79-5 glycine ethyl ester hydrochloride 
• 6277-13-0 3-ethoxycarbonyl-4-methylpyrrole-2-carboxylic acid 
• 129339-66-8 methyl 2-benzoylamino-5-ethoxy-4-methylpenta-2,4-dienoate 
• 129339-65-7 4-(3-ethoxy-2-methylallylidene)-2-phenyloxazol-5(4H)-one 
• 129339-64-6 4-(3-hydroxy-2-methylallylidene)-2-phenyloxazol-5(4H)-one 
• 175235-81-1 5-acetyl-3-methyl-1-(phenylsulfonyl)pyrrole 
• 175235-80-0 3-methyl-1-(phenylsulfonyl)pyrrole 
• 88075-95-0 1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde 
• 851590-93-7 4-methyl-pyrrole-1,2,3-tricarboxylic acid 1-tert-butyl ester 2-methyl ester 3-(2-trimethylsilanyl-ethyl) ester 
• 851590-92-6 4-methyl-1H-pyrrole-2,3-dicarboxylic acid 2-methyl ester 3-(2-trimethylsilanyl-ethyl) ester 

Downstream Products

• 18711-59-6 4-methyl-1H-pyrrole-2-carboxylic acid 
• 203207-66-3 5-Isopropyl-4-methyl-3-((E)-2-phenylcarbamoyl-vinyl)-1H-pyrrole-2-carboxylic acid methyl ester 
• 2243162-67-4 C₁₉H₂₁N₃O₆S 
• 2243162-66-3 C₁₉H₂₁N₃O₆S 
• 2243162-32-3 C₁₃H₁₀N₂O₅S 

Relevant articles and documents

Phosphine-catalyzed regioselective heteroaromatization between activated alkynes and isocyanides leading to pyrroles

The organophosphine catalyzed reaction of activated alkynes with isocyanides produces the corresponding heteroaromatization products, pyrroles, regioselectively in good yields. The reaction proceeds most probably through the 1,4-addition of the nucleophil

Conversion of 4-oxoproline esters to 4-substituted pyrrole-2-carboxylic acid esters

The Grignard, Wittig, Tebbe, Horner-Emmons, and Reformatsky reactions of the 4-oxoproline esters gave the corresponding 4-alylated or 4-alkylidenated products, respectively. The products were properly treated with bases to cause aromatization, giving 4-su

Reversible Friedel-Crafts acylations of 3-alkyl-1-(phenylsulfonyl)pyrroles: Application to the synthesis of an ant trail pheromone

Friedel-Crafts acylations of 3-alkyl-1-(phenylsulfonyl)pyrroles appear to be kinetically favored at the adjacent C-2 position but rearrangement to the C-5 position can occur after prolonged reaction times. This reversible Friedel-Crafts methodology has been employed for the synthesis of the ant trail pheromone, methyl 4-methylpyrrole-2-carboxylate.