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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69153Generated: October 26, 2026

1,1'-Carbonyldiimidazole → N-Methoxy-N-methylquinoline-6-carboxamide

https://huagongshe.com/reaction/69153

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
Reactant6-Quinolinecarboxylic acidHCID 82571—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
ProductN-Methoxy-N-methylquinoline-6-carboxamideHCID 55211172—

Reaction Steps

CDI (25.8 g, 151 mmol) was added to a solution of 6-quinolinecarboxylic acid (25 g, 141 mmol) in DMF and the mixture stirred at rt for 10 min. N,O-dimethylhydroxylamine hydrochloride (14.1 g, 142 mmol) was added and the mixture stirred for an additional hour. Brine was then added and the mixture extracted with EtOAc. The organic extracts were dried, filtered and concentrated to give the title compound as a yellow oil (tR 0.2 min (conditions 2), MH+=217).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822468B2
Source datasetuspto-grants-2014_09
ORD IDord-d58dd5c6c0d64436a5bc7b0ccefe5c80
Source noteuspto-grants-2014_09