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ChemicalBook CAS DataBase List 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 2-methyl-
858275-30-6

1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 2-methyl- synthesis

3synthesis methods
1H-PYRROLO[2,3-B]PYRIDINE, 2-METHYL-

23612-48-8

Hexamethylenetetramine

100-97-0

1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 2-methyl-

858275-30-6

b) Synthesis of 2-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde 2-Methyl-7-azaindole (835 mg) was dissolved in a solvent mixture of 5.3 mL of water and 1.6 mL of ethyl acetate, followed by the addition of 1.32 g of urotropine (1,3,5,7-tetraazatricyclo[3.3.1.1^3,7]decane). The reaction mixture was reacted according to the conditions described in Example 2. Upon completion of the reaction, 580 mg of a mixture containing 60% 2-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde was obtained, the product being a beige solid. The identification data of 2-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde is given below: LC/MS (1): retention time: 1.7 minutes Mass spectrum (1): (ES+): m/z = 161 [MH+]

-

Yield:858275-30-6 76%

Reaction Conditions:

Stage #1: 2-methyl-1H-pyrrolo[2,3-b]pyridine;hexamethylenetetraminewith acetic acid for 6 h;Heating;Duff reaction;
Stage #2: with water at 20;Further stages.;

References:

Bahekar, Rajesh H.;Jain, Mukul R.;Jadav, Pradip A.;Prajapati, Vijay M.;Patel, Dipam N.;Gupta, Arun A.;Sharma, Ajay;Tom, Robby;Bandyopadhya, Debdutta;Modi, Honey;Patel, Pankaj R. [Bioorganic and Medicinal Chemistry,2007,vol. 15,# 21,p. 6782 - 6795]