HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxybenzyl alcohol → 4-Chloro-6-(4-methoxy-benzyloxy)-2-(4-trifluoromethyl-thiazol-2-yl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxybenzyl alcohol | HCID 7738 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4,6-Dichloro-2-(4-trifluoromethyl-thiazol-2-yl)-pyrimidine | HCID 58282624 | — |
| Product | 4-Chloro-6-(4-methoxy-benzyloxy)-2-(4-trifluoromethyl-thiazol-2-yl)pyrimidine | HCID 58282647 | 89% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
NaH (60% in oil) (1.49 g, 1 eq.) was added portionwise to a stirred solution of compound 284 (11.2 g, 1 eq.) and 4-methoxybenzyl alcohol (5.15 g, 1 eq.). The reaction mixture was stirred at 0° C. for 1 hr and saturated NaHCO3 solution was added. The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue obtained was triturated in pentane to yield compound 285 as a beige solid in 89% yield. MS (ESI, EI+): m/z=402 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09284307B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-bd1b365de957465ab48bdcee5f341b6f |
| Source note | uspto-grants-2016_03 |