HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Tert-butyl 9((2-chloro-5-methylpyrimidin-4-yl)amino)-3-azaspiro[5.5]undecane-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pyrimidine, 2,4-dichloro-5-methyl- | HCID 74508 | — |
| Reactant | tert-Butyl 9-amino-3-azaspiro[5.5]undecane-3-carboxylate | HCID 71305773 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Tert-butyl 9((2-chloro-5-methylpyrimidin-4-yl)amino)-3-azaspiro[5.5]undecane-3-carboxylate | HCID 118390073 | 24% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of 2,4-dichloro-5-methyl-pyrimidine (0.58 g, 3.60 mmol) and tert-butyl 3-amino-9-azaspiro[5.5]undecane-9-carboxylate (1.44 g, 5.37 mmol) in EtOH (25 mL) was added Et3N (0.86 g, 8.50 mmol). After addition, the reaction mixture was stirred at 100° C. in a sealed tube for 25.5 h and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/2) to give the title compound as a yellow solid (332.2 mg, 24%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403801B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-b97d9e847eff41a0abcbec7e0d34caa7 |
| Source note | uspto-grants-2016_08 |