HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → n-(Cyclopropylmethyl)-n-{2-[4-(3,4-difluorophenoxy)-1-piperidinyl]ethyl}-4-fluoro-3-methoxybenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 4-Fluoro-3-methoxybenzoic acid | HCID 598436 | — |
| Reactant | N-(Cyclopropyhnethyl)-N-{2-[4-(3,4-difluorophenoxy)-1-piperidinyl]ethyl}amine | HCID 70015962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | n-(Cyclopropylmethyl)-n-{2-[4-(3,4-difluorophenoxy)-1-piperidinyl]ethyl}-4-fluoro-3-methoxybenzamide | HCID 10298358 | 4.9% |
Reaction Steps
To a solution of 4-fluoro-3-methoxybenzoic acid (0.082 g) in THF (1 ml) was added carbonyldiimidazole (0.078 g) and the resulting solution stirred at room temperature for 10 minutes before addition of the product of Step e (0.15 g) in THF (1.5 ml). The mixture was stirred for 2 hours and the solvent removed by evaporation to yield a colourless gum. Purification by reverse phase HPLC (with a gradient eluent system 25% MeCN/NH4OAc(aq) (0.1%) to 95% MeCN//NH4OAc(aq) (0.1%)) gave the title compound (0.011 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07304077B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-28bc4efa037d41d68eda45ca1d52b28e |
| Source note | uspto-grants-2007_12 |