HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2-(4-Methyl-4,7-diazaspiro[2.5]oct-7-yl)-4-pyrimidinamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-4-aminopyrimidine | HCID 345752 | — |
| Reactant | 4-Bromo-6-methoxy-1,5-naphthyridin-3-amine | HCID 68453963 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(4-Methyl-4,7-diazaspiro[2.5]oct-7-yl)-4-pyrimidinamine | HCID 68287766 | 33.4% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A mixture of 2-chloro-4-pyrimidinamine (200 mg, 1.544 mmol), Hunig's base (1348 μl, 7.72 mmol) and 4-methyl-4,7-diazaspiro[2.5]octane (Ref.: WO2009061879 (A1)) (338 mg, 1.698 mmol) in N,N-dimethylformamide (DMF) (1.7 ml) was heated to 120° C. via a microwave reactor for 15 min. The reaction mixture was purified by RP-HPLC to yield 2-(4-methyl-4,7-diazaspiro[2.5]oct-7-yl)-4-pyrimidinamine (113 mg, 0.515 mmol, 33% yield). MS (ES+) m/z 220.1 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901119B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-b9703b7410944f578ab061f3b73c8791 |
| Source note | uspto-grants-2014_12 |