HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-(((1-Methyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)oxy)methyl)-2-(3-(trifluoromethyl)phenoxy)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-(Hydroxymethyl)-2-(3-(trifluoromethyl)phenoxy)benzonitrile | HCID 66825436 | — |
| Reactant | 7-Chloro-1-methyl-2,3-dihydroimidazo[1,2-C]pyrimidin-5(1H)-one | HCID 71743458 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(((1-Methyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)oxy)methyl)-2-(3-(trifluoromethyl)phenoxy)benzonitrile | HCID 71241145 | 56.5% |
Reaction Steps
NaH (28.8 mg, 60%, 0.72 mmol) was added to a solution of 7-chloro-1-methyl-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one (44 mg, 0.24 mmol) and 5-(hydroxymethyl)-2-(3-(trifluoromethyl)phenoxy)benzonitrile (71 mg, 0.242 mmol) in DMF (1.8 mL). The reaction mixture was stirred at rt for 30 min. Aqueous HCl solution was added to adjust pH to ˜7. Purification by Mass Directed AutoPrep (MDAP) afforded the title compound as a white solid (60 mg, 56% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08975400B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-850c2682af00421fa0855c247967ec9f |
| Source note | uspto-grants-2015_03 |