HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → HCID 86725299, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Trimethylsilane | HCID 70435 | — |
| Reactant | HCID 66571316 | HCID 66571316 | — |
| Product | HCID 86725299 | HCID 86725299 | 45% |
Reaction Steps
NaH (60% dispersion in mineral oil, 160 mg, 4.0 mmol) was added to a suspension of 2-(5-chloro-2-methyl-phenyl)-5-(2-methylamino-pyrimidin-4-yl)-1H-pyrrole-3-carboxamide (1.0 g, 2.92 mmol) in dry THF (15 mL) at 0° C. The reaction was kept at the same temperature for 20 min then 2-(chloromethoxy)ethyl](trimethyl)silane (0.714 mL, 4.0 mmol) was added and the mixture was stirred at room temperature for 2 h. Saturated aqueous NaCl (20 mL) was added at 0° C. and the mixture was extracted with EtOAc (2×30 mL). The separated organic phase was dried over sodium sulfate and the solvent evaporated. The crude was purified by flash chromatography on silica gel (DCM/EtOH 94/6) to afford the title compound (620 mg, 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912200B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-9d8c0acd5e614029b54f36ca24737903 |
| Source note | uspto-grants-2014_12 |