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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628443Generated: October 29, 2026

Sodium Hydroxide → 5-Chloro-1H-pyrrolo[3,2-b]pyridine-2-carbonitrile

https://huagongshe.com/reaction/628443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantHCID 118159515HCID 118159515—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-1H-pyrrolo[3,2-b]pyridine-2-carbonitrileHCID 91825965—

Reaction Steps

5-Chloro-1-(phenylsulfonyl)-1H-pyrrolo[3,2-b]pyridine-2-carbonitrile (0.50 g, 1.6 mmol, from Step 1) in THF (10. mL) was treated with 1.0 M NaOH (10. mL, 10. mmol) until removal of phenylsulfonyl protecting group was complete as determined by LCMS. The reaction mixture was extracted with three portions of EtOAc. The combined organic extracts were dried over sodium sulfate, filtered and concentrated until solid product precipitated. The solid was collected via filtration and triturated with EtOAc. Yield: (0.21 g, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309246B2
Source datasetuspto-grants-2016_04
ORD IDord-40eae511440941418ee7d59ca31acc13
Source noteuspto-grants-2016_04