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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227071Generated: October 30, 2026

Triethylamine → 1-(6-Methyl-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl amide

https://huagongshe.com/reaction/227071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
ReactantPropylphosphonic anhydrideHCID 111923—
Reactant1-(6-Methyl-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acidHCID 57754588—
SolventAcetonitrileHCID 6342—
Product1-(6-Methyl-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl amideHCID 57754512—

Reaction Steps

Experimental conditions analogous to those described for Step 5 of Example 60, from crude 1-(6-Methyl-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid, 1.27 g (12.7 mmol) of N,O-dimethylhydroxylamine hydrochloride, 9 mL (6.5 g, 64.7 mmol) of triethylamine and 9.2 mL (9.83 g, 15.5 mmol) of 50% 1-propanephosphonic acid cyclic anhydride in 50 mL acetonitrile to give 2.30 g of the product as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557213B2
Source datasetuspto-grants-2009_07
ORD IDord-bdd1af66856946d5a4bbeb3fadf82bf7
Source noteuspto-grants-2009_07