Lithium Hydroxide → HCID 117885717, compound

Participants

Reaction Steps

In a 100 mL round-bottomed flask, 1-tert-butyl 2-ethyl 3-methyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine-1,2-dicarboxylate (235 mg, 767 μmol, Eq: 1.00) was combined with THF (7.0 mL) and ethanol (2.3 mL) to give a colorless suspension. 1 M aqueous LiOH (2.3 mL, 2.3 mmol, Eq: 3) was added and the reaction was stirred at rt for 7 d. 0.1 M Aqueous KHSO4 was added and the resulting mixture was extracted with DCM (50 mL×3). The combined organic layers were dried over Na2SO4 and concentrated in vacuo to give 3-methyl-2,3-dihydro-pyrrolo[2,3-b]pyridine-1,2-dicarboxylic acid 1-tert-butyl ester (103 mg), m/z=277.

Provenance & Evidence