HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 59712010, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 69286941 | HCID 69286941 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59712010 | HCID 59712010 | 62.2% |
Reaction Steps
A mixture of 400 mg (0.85 mmol) 2-[(2,4-dichloro-benzoyl)-(4-chloro-3-methoxy-phenyl)-amino]-5-methyl-thiazole-4-carboxylic acid, 105 μL (1.27 mmol) pyrrolidine and 179 mg (1.10 mmol) 1,1′-carbonyldiimidazole in 12 mL dichloromethane was stirred for 16 h at room temperature. The mixture was poured onto 0.5 N hydrochloric acid and extracted with dichloromethane. Organic phases were pooled, washed with water and brine and dried with MgSO4. Volatiles were removed in vacuo and the residue was purified by silica gel chromatography (n-heptane/ethyl acetate 1:1) to yield 270 mg (60%) of the title compound as colorless solid. MS (m/e): 524.1, 526.1 (MH+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07371751B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-91e8ac726a234ed0bd13f8a005e28e1e |
| Source note | uspto-grants-2008_05 |