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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908573Generated: October 25, 2026

Oxalyl chloride → Tert-butyl 2-(1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxamido)acetate

https://huagongshe.com/reaction/908573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
ReactantGlycine tert-butyl ester hydrochlorideHCID 2725036—
Reactant1-Methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acidHCID 12415351—
Reactant1-Methyl-2-oxo-1,2-dihydroquinoline-3-carbonyl chlorideHCID 86615891—
SolventDichloromethaneHCID 6344—
ProductTert-butyl 2-(1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxamido)acetateHCID 6738828427%

Reaction Steps

1-methyl-2-oxo-1,2-dihydroquinoline-3-carbonyl chloride, prepared from 1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid (Archiv der Pharmazie (1990), 323(2), 67-72) and oxalyl chloride, was added dropwise to a solution of tert-butyl 2-aminoacetate hydrochloride (0.041 g, 0.25 mmol), diisopropylethyl amine (0.086 ml, 0.49 mmol), in dichloromethane (1.00 ml), stirred at room temperature for 1 hr. The reaction mixture was diluted with dichloromethane, washed with water and dried over MgSO4 to afford tert-butyl 2-(1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxamido)acetate in a 27% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017626B2
Source datasetuspto-grants-2011_09
ORD IDord-042f2631758e4347bb93efde61b3a847
Source noteuspto-grants-2011_09