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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279494Generated: October 30, 2026

Hydrochloric Acid → HCID 68294548, compound

https://huagongshe.com/reaction/2279494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
ReactantAmmonia methanolHCID 21705897—
ReactantHCID 68294481HCID 68294481—
SolventDichloromethane ethanolHCID 21584144—
ProductHCID 68294548HCID 6829454857.6%

Reaction Steps

To a solution of tert-butyl 2-(1-methyl-1H-pyrazol-5-ylamino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate (0.556 g, 1.68 mmol) in DCM/EtOH 5 mL, 1:1) was added 4N HCl in dioxane (4.21 ml, 16.8 mmol) and the solution stirred for 18 h. The reaction was concentrated to afford an orange solid that was neutralized by stirring with 7N NH3/MeOH and washed with DCM. The precipitate was filtered and purified by SiO2 chromatography (SNAP 25) eluting with a MeOH/DCM gradient (0 to 20% MeOH) to afford 0.223 g (75% purity, 44% yield) of N-(1-methyl-1H-pyrazol-5-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-amine (184) as a light yellow solid: MS m/z (APCI-pos) M+1=231.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133187B2
Source datasetuspto-grants-2015_09
ORD IDord-61486b27b7a44df5bda7e67381684219
Source noteuspto-grants-2015_09