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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192961Generated: November 2, 2026

(2R)-1,1,1-trifluoro-3-methylbutan-2-amine → 9-bromo-1-chloro-N-[(1R)-2-methyl-1-(trifluoromethyl)propyl]benzo[c]-1,6-naphthyridin-6-amine

https://huagongshe.com/reaction/2192961

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2R)-1,1,1-trifluoro-3-methylbutan-2-amineHCID 40427081—
Reactant9-Bromo-1,6-dichlorobenzo[c]-1,6-naphthyridineHCID 59375470—
Solvent1,4-DioxaneHCID 31275—
Product9-bromo-1-chloro-N-[(1R)-2-methyl-1-(trifluoromethyl)propyl]benzo[c]-1,6-naphthyridin-6-amineHCID 59375530—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of dried 9-bromo-1,6-dichlorobenzo[c]-1,6-naphthyridine (0.80 g, 2.46 mmol) in dioxane (16 mL) was added (2R)-1,1,1-trifluoro-3-methylbutan-2-amine (2.4 g, 17.2 mmol) and heated to 150° C. for 24-48 hrs. The reaction was concentrated to dryness to give 9-bromo-1-chloro-N-[(1R)-2-methyl-1-(trifluoromethyl)propyl]benzo[c]-1,6-naphthyridin-6-amine. LRMS (ESI) calc'd for (C17H15BrClF3N3) [M+H]+, 432.0; found 432.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329722B2
Source datasetuspto-grants-2012_12
ORD IDord-ab350e9e1cfd4f7882bee4dcac713165
Source noteuspto-grants-2012_12