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1H-Pyrrole-2-carboxylic acid, 4-formyl-1-methyl- (9CI) synthesis

4synthesis methods
-

Yield:132122-28-2 97%

Reaction Conditions:

with water;sodium hydroxide in tetrahydrofuran at 70; for 16 h;

Steps:

64.3 Step 3: 4-formyl-l-methyl-lH-pyrrole-2-carboxylic acid

To a rt solution of methyl -4-formyl- 1 -methyl- lH-pyrrole-2-carboxylate (4.6 g, 27.52 mmol) in THF (34 mL) was added NaOH( 5.5 g, 137.59 mmol) and H20 (34 mL). The mixture was stirred at 70 °C for 16 hrs, then cooled to rt and diluted with H20 (200 mL). The mixture was adjusted pH to 3-4 with 2N HC1 and extracted with EtOAc (100 mL x 3). The combined organic layers were washed with brine, dried over Na2S04, filtered, and concentrated to afford 4-formyl- 1 -methyl- lH-pyrrole-2-carboxylic acid (4.0 g, 26.70 mmol, 97%) as a solid. ESI-MS (EI+, m/z): 154.4 [M+H]+.

References:

WO2018/89493,2018,A1 Location in patent:Paragraph 00400