HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59526076, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl Isocyanate | HCID 12228 | — |
| Reactant | (4-Chloropyrimidin-2-yl)methanol | HCID 55273715 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59526076 | HCID 59526076 | — |
Reaction Steps
(4-Chloropyrimidin-2-yl)methanol (Example 548, Step 1) (0.304 g, 2.10 mmol) and copper(I) chloride (0.208 g, 2.10 mmol) were taken up in DMF (10 mL) and stirred at room temperature for 5 minutes. Methyl isocyanate (0.120 g, 2.10 mmol) was added and stirring at room temperature continued for 3 hours. Water was added and the reaction mixture was extracted with EtOAc (2×). The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. Purification of the residue by silica gel chromatography (12-100% EtOAc-hexanes) gave the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367706B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-1439867f8d8e4e919db755f93c73eecb |
| Source note | uspto-grants-2013_02 |