HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67314611, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 3-(Diethylamino)pyrrolidine | HCID 19961995 | — |
| Reactant | 5-(3-benzofuran-2-yl-phenyl)-2-methyl-2H-pyrazole-3-carboxylic acid | HCID 67315184 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67314611 | HCID 67314611 | 75.3% |
Reaction Steps
A solution of 0.124 g (0.39 mmol) of 5-(3-benzofuran-2-yl-phenyl)-2-methyl-2H-pyrazole-3-carboxylic acid in 1.28 ml of DMF was treated with 0.063 g (0.39 mmol) of CDI. After 4 h, 0.055 g (0.39 mmol) of 3-(diethylamino)pyrrolidine and 0.217 ml (1.56 mmol) of Et3N in 1.28 ml of DMF were added and stirring was continued for 2 h. The solution was partitioned between aqueous saturated NaHCO3/Et2O (3×). The organic phases were washed with aqueous saturated NaHCO3 and aqueous 10% NaCl, dried (Na2SO4) and evaporated. The crude product was crystallized with Et2O/pentane to give 0.130 g (75%) of [5-(3-benzofuran-2-yl-phenyl)-2-methyl-2H-pyrazol-3-yl]-(3-diethylamino-pyrrolidin-1-yl)-methanone as light pink powder. MS: 443.2 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07977358B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-bc744af31c9d401dab8f4352b95238ec |
| Source note | uspto-grants-2011_07 |