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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2044020Generated: November 1, 2026

4-Methylmorpholine → HCID 178487704, compound

https://huagongshe.com/reaction/2044020

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantAmmonium ChlorideHCID 25517—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 178487707HCID 178487707—
SolventDimethylformamideHCID 6228—
ProductHCID 178487704HCID 178487704—

Reaction Steps

8-Chloro-4-hydroxy-7-methoxy-quinoline-2-carboxylic acid (115 mg, 0.45 mmol) and ammoniumchloride (36 mg, 0.68 mmol) were dissolved in DMF (4 mL). HATU (342 mg, 0.9 mmol) and NMM (159 mg, 1.58 mmol) were added and the mixture was stirred at r.t. overnight. An additional amount of ammoniumchloride (72 mg, 13.5 mmol) was added and heated to 53° C. for 18 h. The reaction mixture was cooled to r.t. and concentrated to give 8-chloro-4-hydroxy-7-methoxy-quinoline-2-carboxylic acid amide as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586744B2
Source datasetuspto-grants-2013_11
ORD IDord-c757f5ea7257429794f94baf93d54080
Source noteuspto-grants-2013_11