HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 68294548, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Ammonia methanol | HCID 21705897 | — |
| Reactant | HCID 68294481 | HCID 68294481 | — |
| Solvent | Dichloromethane ethanol | HCID 21584144 | — |
| Product | HCID 68294548 | HCID 68294548 | 57.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133187B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-61486b27b7a44df5bda7e67381684219 |
| Source note | uspto-grants-2015_09 |