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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876856Generated: October 30, 2026

6-(Aminomethyl)quinoline → Carbamic acid, N-[6-chloro-3-nitro-2-[(6-quinolinylmethyl)amino]-4-pyridinyl]-, 1,1-dimethylethyl ester

https://huagongshe.com/reaction/876856

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-(Aminomethyl)quinolineHCID 1514384—
ReactantTert-butyl (2,6-dichloro-3-nitropyridin-4-yl)carbamateHCID 86671448—
SolventAcetonitrileHCID 6342—
SolventTriethylamineHCID 8471—
ProductCarbamic acid, N-[6-chloro-3-nitro-2-[(6-quinolinylmethyl)amino]-4-pyridinyl]-, 1,1-dimethylethyl esterHCID 8667238295.4%

Reaction Steps

A solution of tert-butyl 2,6-dichloro-3-nitropyridin-4-ylcarbamate (1.2 g, 3.9 mmol) and quinolin-6-ylmethanamine (616 mg, 3.9 mmol) in CH3CN (15 mL) and Et3N (1 mL) was stirred at 80° C. for 1 h. After cooled to room temperature, the mixture was concentrated. The residue was purified by chromatography to afford the title compound (1.60 g). MS (m/z): 430 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987269B2
Source datasetuspto-grants-2015_03
ORD IDord-6756f73aad7841f18f9c75ef4472eb5c
Source noteuspto-grants-2015_03