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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924037Generated: November 1, 2026

Water → HCID 67521014, compound

https://huagongshe.com/reaction/1924037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant(R)-(-)-2-Amino-1-propanolHCID 80308—
Reactant4-Chloro-3-nitro-1,5-naphthyridineHCID 13122787—
SolventDichloromethaneHCID 6344—
ProductHCID 67521014HCID 6752101495%

Reaction Steps

A solution of 4-chloro-3-nitro[1,5]naphthyridine (6.30 g, 30.1 mmol) dissolved in 150 mL of CH2Cl2 was treated with triethylamine (8.35 mL, 60.0 mmol) and (R)-2-aminopropanol (2.76 mL, 35.5 mmol) and the mixture was stirred under N2. After 18 hours, the reaction mixture was concentrated to give a yellow solid. The yellow solid was combined with 150 mL of H2O and the suspension was heated to reflux, with stirring, for 20 minutes. The mixture was cooled in an ice bath and the resulting yellow solid was isolated by filtration. The solid washed with cold H2O and two 50 mL-portions of Et2O and then dried with suction to give (2R)-2-[(3-nitro[1,5]naphthyridin-4-yl)amino]propan-1-ol (7.10 g) as a yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178539B2
Source datasetuspto-grants-2012_05
ORD IDord-53bc09efd2244a0db89915291c9c54fb
Source noteuspto-grants-2012_05