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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79515Generated: October 25, 2026

Trifluoroacetic acid → methyl 4-(piperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

https://huagongshe.com/reaction/79515

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 68760599HCID 68760599—
SolventDichloromethaneHCID 6344—
Productmethyl 4-(piperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine-5-carboxylateHCID 6876201198.9%

Reaction Steps

1-tert-Butyl 5-methyl 4-(4-(tert-butoxycarbonyl)piperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine-1,5-dicarboxylate (0.34 g, 0.74 mmol) was placed in DCM (3 mL) at room temperature. TFA (0.5 mL) was then added. The reaction was stirred at room temperature for 4 hours and then concentrated to dryness. The resulting residue was dissolved in minimal DCM and added to a stirring solution of 1M HCl in ether. The resulting solid methyl 4-(piperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (0.19 g, 98.9% yield) was collected and dried as the dihydrochloride salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841304B2
Source datasetuspto-grants-2014_09
ORD IDord-a9069229037e4e49834883126da06c47
Source noteuspto-grants-2014_09