HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 11952490, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | HCID 11951591 | HCID 11951591 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 11952490 | HCID 11952490 | 30.8% |
Reaction Steps
To a solution of [1-(3,5-dichloro-benzyl)-1H-imidazol-2-ylmethyl]-(3-fluoro-benzyl)-amine (200 mg, 0.55 mmol) and triethylamine (0.18 mL, 1.37 mmol) in THF (2 mL) was added methylbromoacetate (78 uL, 0.82 mmol). The reaction was stirred at ambient temperature for 18 h before diluting with EtOAc (50 mL). The solution was washed with water (20 mL) and brine then dried over Na2SO4. The solvent was removed in vacuo and the residue purified by column chromatography (silica gel, 5% MeOH in CH2Cl2). The purified product was treated with excess 2N HCl in Et2O solution to afford the hydrochloride salt of the desired product 7e (74 mg, 26%): ESI MS m/z 436 [C21H20Cl2FN3O+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07572921B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-6194b431ee904509956b18c983169be9 |
| Source note | uspto-grants-2009_08 |