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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712587Generated: October 28, 2026

Potassium Hydroxide → 5-Bromo-2,3-dihydro-pyrrolo[2,3-b]pyridine-1-carboxylic acid amide

https://huagongshe.com/reaction/712587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
ReactantTrichloroacetyl isocyanateHCID 76400—
Reactant5-Bromo-2,3-dihydro-7-azaindoleHCID 21964079—
SolventDichloromethaneHCID 6344—
Product5-Bromo-2,3-dihydro-pyrrolo[2,3-b]pyridine-1-carboxylic acid amideHCID 11766738685.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a cooled (0° C.) solution of 5-bromo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine (2.5 g, 12.6 mmol) in DCM (30 mL) is added a trichloroacetyl isocyanate (1.6 mL, 13.2 mmol). After stirring for 1 h at 0° C., a solution of methanolic KOH (1M, 10 mL) is added. The resulting mixture is allowed to warm and stir at room temperature for 16 h. The reaction is concentrated and purified by silica gel column (0-100% EtOAc in heptane) to afford the title compound (2.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181272B2
Source datasetuspto-grants-2015_11
ORD IDord-893c8a81a1f94f1b8c08ac53d2c87b05
Source noteuspto-grants-2015_11