Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | (4-Methanesulfonyl-phenyl)-[5-nitro-6-(piperidin-4-yloxy)-pyrimidin-4-yl]-amine | HCID 11257886 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11465463 | HCID 11465463 | 89% |
Reaction Steps
Compound A2 (0.13 mmol, 50 mg), and ethyl chloroformate (0.13 mmol, 13 μL) were dissolved in DMF (1 mL) and triethylamine (0.36 mmol, 50 μL). The reaction was heated in a microwave at 80° C. for 4 minutes. The mixture was quenched with water and extracted with ethyl acetate. Removal of organic solvent in vacuo provided Compound A10 as a yellow solid (50 mg, 89%). 1H NMR (400 MHz, CDCl3) δ (ppm): 9.97 (s, 1H), 8.20 (s, 1H), 7.77 (d, 2H), 7.66 (d, 2H), 5.41 (heptet, 1H), 3.96 (q, 2H), 3.47 (m, 4H), 2.88 (s, 3H), 1.72 (m, 4H), 1.08 (t, 3H). LCMS (ESI), m/z 466.3 (M+H+, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08546429B2 |
|---|
| Source dataset | uspto-grants-2013_10 |
|---|
| ORD ID | ord-36bf1f0f095745b1b19d29ef623b9264 |
|---|
| Source note | uspto-grants-2013_10 |
|---|
