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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 715105Generated: November 1, 2026

Isopropenyl chloroformate → Prop-1-en-2-yl(2-fluoro-5-(7-((4-methoxybenzyl)(methyl)amino)-2-methyl-1,6-naphthyridin-3-yl)phenyl)carbamate

https://huagongshe.com/reaction/715105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropenyl chloroformateHCID 93846—
ReactantSodium BicarbonateHCID 516892—
Reactant3-(3-amino-4-fluorophenyl)-N-(4-methoxybenzyl)-N,2-dimethyl-1,6-naphthyridin-7-amineHCID 89815777—
SolventEthyl AcetateHCID 8857—
ProductProp-1-en-2-yl(2-fluoro-5-(7-((4-methoxybenzyl)(methyl)amino)-2-methyl-1,6-naphthyridin-3-yl)phenyl)carbamateHCID 8982771399%

Reaction Steps

Treat a solution of 3-(3-amino-4-fluorophenyl)-N-(4-methoxybenzyl)-N,2-dimethyl-1,6-naphthyridin-7-amine (0.334 g, 0.830 mmol) in EtOAc (10 mL) with satd. NaHCO3 (10 mL), add isopropenyl chloroformate (0.100 mL, 0.913 mmol) and stir at RT for 2 h. Separate the layers, extract the aqueous layer with EtOAc (2×), dry the combined organics over MgSO4 and concentrate to dryness to afford the title compound (398 mg, 99%). MS (ESI) m/z: 487.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187474B2
Source datasetuspto-grants-2015_11
ORD IDord-0c440bdc877d4aa3bfc9aab5d32464ce
Source noteuspto-grants-2015_11