HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 131736500, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 118390052 | HCID 118390052 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | HCID 131736500 | HCID 131736500 | 68.9% |
Reaction Steps
To a suspension of tert-butyl 9-(methyl(5-methyl-2-((1-methyl-1H-pyrazol-4-yl) amino)pyrimidin-4-yl)amino)-3-azaspiro[5.5]undecane-3-carboxylate (250 mg, 0.53 mmol) in dichloromethane (15 mL) was added the solution of HCl in EtOAc (3 mL, 12 mmol). The reaction mixture was stirred at rt for 2 h. The mixture was adjust to pH=8-9 with the saturated solution of NaHCO3, then the mixture was diluted with 20 mL H2O and exacted with DCM/MeOH (10/1, 10 mL×3). The combined organic layers were washed with brine (20 mL), dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by flash silica gel column chromatography (DCM/MeOH (v/v)=10/1 to 5/1) to give the title compound as a yellow solid (135 mg, 68.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403801B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-1db277c1367c4eb6bbfab587f93e8b4d |
| Source note | uspto-grants-2016_08 |