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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281582Generated: November 1, 2026

4-Methylmorpholine → HCID 178508775, compound

https://huagongshe.com/reaction/2281582

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant4-Benzyloxyphenylacetic acidHCID 81033—
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—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 178508775HCID 178508775—

Reaction Steps

A mixture of 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid [1,3,8-triaza-spiro[4.5]dec-(2E)-ylidene]-amide dihydrochloride (Ex. 38) (300 mg, 0.83 mmol), 4-benzyloxyphenylacetic acid (200 mg, 0.83 mmol), N-methyl morpholine (0.40 ml, 3.64 mmol) and HATU (315 mg, 0.83 mmol) in anhydrous DMF (20 ml) is stirred at room temperature for 16 hours. The reaction mixture is concentrated in vacuo and subjected to column chromatography (basic alumina, 0-3% MeOH in DCM) to obtain pale yellow solid. The product is dissolved in DCM and MeOH and re-precipitated by adding diethyl ether. The supernatant solvent mixture is decanted and the product is washed again with diethyl ether and dried under vacuum to afford the title compound as a pale yellow solid; [M+H]+ 549.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139586B2
Source datasetuspto-grants-2015_09
ORD IDord-f4e90063a465445a96bd86ae21c7feb9
Source noteuspto-grants-2015_09