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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 599424Generated: October 29, 2026

Water → HCID 66958477, compound

https://huagongshe.com/reaction/599424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl (3-aminopropyl)carbamateHCID 2735700—
Reactant4-Chloro-3-nitro-1,5-naphthyridineHCID 13122787—
SolventDichloromethaneHCID 6344—
ProductHCID 66958477HCID 6695847798.9%

Reaction Steps

A solution of tert-butyl 3-aminopropylcarbamate (15.7 g, 90.2 mmol) in dichloromethane (50 mL) was added dropwise over 30 minutes to a solution of 4-chloro-3-nitro[1,5]naphthyridine (18.0 g, 85.9 mmol) and triethylamine (15.6 mL, 112 mmol) in dichloromethane (235 mL) at room temperature. The reaction mixture was stirred for 2.5 hours and then concentrated under reduced pressure to afford an orange solid. Water (300 mL) was added and the mixture was stirred for 1 hour. The solid was isolated by filtration, washed with water (3×50 mL), and dried under vacuum at 70° C. to afford 29.5 g of tert-butyl 3-[(3-nitro[1,5]naphthyridin-4-yl)amino]propylcarbamate as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897767B2
Source datasetuspto-grants-2011_03
ORD IDord-9e5aae426bd04e76bcb8cb2139fd5e91
Source noteuspto-grants-2011_03