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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281590Generated: November 2, 2026

4-Methylmorpholine → HCID 178508752, compound

https://huagongshe.com/reaction/2281590

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantIndole-4-carboxylic acidHCID 595229—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 178508756HCID 178508756—
SolventDimethylformamideHCID 6228—
ProductHCID 178508752HCID 178508752—

Reaction Steps

(E)-3,5-diamino-6-chloro-N-(8-azaspiro[bicyclo[3.2.1]octane-3,4′-imidazolidine]-2′-ylidene)pyrazine-2-carboxamide (170 mg, 0.49 mmol) is dissolved in DMF (10 ml) along with HATU (184 mg, 0.49 mmol) and 4-indole-carboxylic acid (78 mg, 0.49 mmol). N-Methyl morpholine (160 ml, 1.45 mmol) is added and the solution stirred at room temperature overnight. The mixture is then concentrated in vacuo. EtOAc (100 ml) is added and the solution washed with water (100 ml). The organic phase is dried (MgSO4) and concentrated in vacuo. Purification by flash chromatography (SiO2, DCM/MeOH) gives the title compound as a yellow solid; [M+H]+ 494.15, 496.27 for Cl isotopes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139586B2
Source datasetuspto-grants-2015_09
ORD IDord-e358eec5a2074487a561cf147b58920d
Source noteuspto-grants-2015_09