HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 1-methyl-5-(5-pyrimidinylmethyl)-4(1H)-pyrimidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 178518457 | HCID 178518457 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-methyl-5-(5-pyrimidinylmethyl)-4(1H)-pyrimidinone | HCID 67960177 | 43.8% |
Reaction Steps
To a solution of 2-{[2-(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)ethyl]oxy}-5-(5-pyrimidinylmethyl)-4(1H)-pyrimidinone (45 mg, 0.089 mmol) in dichloromethane (DCM) (2 mL) was added DIPEA (0.031 mL, 0.179 mmol) and MeI (8.39 μL, 0.134 mmol). The mixture was purified by reverse phase biotage affording 2-{[2-(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy})phenyl)ethyl]oxy}-1-methyl-5-(5-pyrimidinylmethyl)-4(1H)-pyrimidinone (20 mg, 0.039 mmol, 43.2% yield) LCMS: rt=3.37 min, [M+H+]=517
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174968B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-09d32227497c4e25ab3b929d893f077e |
| Source note | uspto-grants-2015_11 |