HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 57861318, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | tert-Butyl (2S)-2-(aminomethyl)pyrrolidine-1-carboxylate | HCID 1512533 | — |
| Reactant | 4-chloro-N-(3-chlorophenyl)pyrimidin-2-amine | HCID 59028243 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57861318 | HCID 57861318 | 32% |
Reaction Steps
To a solution of 4-chloro-N-(3-chlorophenyl)pyrimidin-2-amine, 3, (300 mg, 1.25 mmol) and tert-butyl (2S)-2-(aminomethyl)pyrrolidine-1-carboxylate (500 mg, 2.50 mmol) in THF (10 mL) is added diisopropylethylamine (0.43 mL, 2.50 mmol). The reaction was heated at reflux for 18 hours and then cooled to room temperature. The crude reaction is then partitioned between EtOAc and sat. NaHCO3. The organic layer is dried (MgSO4), concentrated in vacuo, and purified over silica (MeOH/CH2Cl2) to afford 160 mg (32% yield) of the desired product: MS (ESI, pos. ion) m/z: 404 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354407B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-919ebf20f3ae4f75a7e8ab30a4978ffe |
| Source note | uspto-grants-2013_01 |