1H-Pyrrolo[2,3-c]pyridine-7-carboxylic acid, 4-fluoro- synthesis

8synthesis methods

Product Name:1H-Pyrrolo[2,3-c]pyridine-7-carboxylic acid, 4-fluoro-
CAS Number:446284-56-6
Molecular formula:C8H5FN2O2
Molecular Weight:180.14

1H-Pyrrolo[2,3-c]pyridine-7-carbonitrile,4-fluoro-(9CI)

446284-50-0
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1H-Pyrrolo[2,3-c]pyridine-7-carboxylic acid, 4-fluoro-

446284-56-6
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$220.00/50mg

Yield:446284-56-6 56%

Reaction Conditions:

with hydrogenchloride;methanol in water at 90; for 16 h;

Steps:

General Procedure for the Preparation of 4

A mixture of 3 (800 mg, 4.96 mmol) in MeOH (10 mL) and conc. HCl (10 mL) was stirred at 90°C for 16 h. TLC (petroleum ether: ethyl acetate = 2:1, Rf = 0.01) showed that the reaction wascomplete. The organic solvent was evaporated, and the precipitate was filtered off and dried to giveA mixture of 3 (800 mg, 4.96 mMol) in MeOH (10 mL) and conc. HCl (10 mL) was stirred at 90 Cfor 16 h. TLC (petroleum ether: ethyl acetate = 2:1, Rf = 0.01) showed that the reaction was complete.The organic solvent was evaporated, and the precipitate was filtered o and dried to give 4 (500 mg,56% yield) as a brown solid. 1H-NMR (400 MHz MeOD): 8.39 (d, J = 4.0 Hz, 1 H), 8.23 (d, J = 2.8 Hz,1 H), 7.15 (d, J = 3.2 Hz, 1 H).

References:

Meuser, Megan E.;Rashad, Adel A.;Ozorowski, Gabriel;Dick, Alexej;Ward, Andrew B.;Cocklin, Simon [Molecules,2019,vol. 24,# 8,art. no. 1581]