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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2365514Generated: November 1, 2026

4-Methylmorpholine → HCID 178508773, compound

https://huagongshe.com/reaction/2365514

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant1-(3,4-Difluorobenzyl)-6-oxo-1,6-dihydropyridine-3-carboxylic acidHCID 2764857—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 178478673HCID 178478673—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 178508773HCID 178508773—

Reaction Steps

A solution of 1-(3,4-Difluoro-benzyl)-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid (0.15 mmol) in NMP (0.5 ml) is added to a solution of 3,5-Diamino-6-chloro-pyrazine-2-carboxylic acid [1,3,8-triaza-spiro[4.5]dec-(2E)-ylidene]-amide dihydrochloride (Ex. 38) (0.049 g, 0.15 mmol) and N-methyl morpholine (0.033 ml, 0.30 mmol) in NMP (1 ml), followed by a solution of HATU (0.11 g, 0.3 mmol) in NMP (0.5 ml). The reaction mixture is shaken at room temperature overnight. The reaction mixture is purified by mass-directed preparative HPLC. Fractions containing pure product are eluted through SCX-2 cartridges (Biotage 1 g/6 ml cartridge), and the cartridge is washed with MeOH (4 ml), followed by 3M NH3 in MeOH solution (4 ml) to afford the title compound; [M+H]+ 572.0

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697687B2
Source datasetuspto-grants-2014_04
ORD IDord-963691fd449b4fdd917e0d11b8e9e716
Source noteuspto-grants-2014_04