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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712609Generated: October 30, 2026

Trifluoroacetic acid → HCID 117667370, compound

https://huagongshe.com/reaction/712609

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 117667781HCID 117667781—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 117667370HCID 117667370—

Reaction Steps

6-(5-Bromo-pyridin-3-yl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester (260 mg, 0.67 mmol) is dissolved in 3.0 mL of DCM and trifluoroacetic acid (1.0 mL, 12 mmol) is added. The mixture is stirred for 21 hrs. Then saturated aqueous NaHCO3 is used to adjust the pH to about 8 and EtOAc (25 mL) along with 15 mL of water are added. The mixture is stirred for 10 min and the aqueous layer is separated and extracted with EtOAc (2×15 ml). The organic layers are combined and concentrated to give 6-(5-bromo-pyridin-3-yl)-1,2,3,4-tetrahydro-[1,8]naphthyridine which is used in the next step without puification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181272B2
Source datasetuspto-grants-2015_11
ORD IDord-96c0182a1c544253b35b505179f97a45
Source noteuspto-grants-2015_11