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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85157Generated: October 26, 2026

Trifluoroacetic acid → HCID 58278853, compound

https://huagongshe.com/reaction/85157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantBenzyl 4-((6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl)piperazine-1-carboxylateHCID 67203742—
SolventDichloromethaneHCID 6344—
ProductHCID 58278853HCID 5827885389%

Reaction Steps

To a solution of benzyl 4-((6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl)piperazine-1-carboxylate (104; 2.20 g, 5.20 mmol) in dichloromethane (10 mL) was added TFA (3.4 g, 31.2 mmol) at room temperature. The resulting reaction mixture was stirred at room temperature for 12 h and then concentrated under reduced pressure. Enough saturated aqueous Na2CO3 was added to adjust the pH=9. The resulting mixture was then extracted with dichloromethane (3×25 mL). The combined organic layers were dried (MgSO4) and concentrated under reduced pressure to afford benzyl 4-((6-aminopyridin-3-yl)methyl)piperazine-1-carboxylate 105 (1.50 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846947B2
Source datasetuspto-grants-2014_09
ORD IDord-c841c797173d4fa4830ac3fba9e1d989
Source noteuspto-grants-2014_09