HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 11191911, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Bromo-N-(5-chloro-2-pyridinyl)acetamide | HCID 3421110 | — |
| Reactant | HCID 69292105 | HCID 69292105 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11191911 | HCID 11191911 | 39.1% |
Reaction Steps
To a solution of 4-(1-Isopropyl-piperidin-4-ylcarbamoyl)-1H-pyrrole-2-carboxylic acid benzyl ester (50 mg) in DMF (2 mL) was added Cs2CO3 (176 mg), followed by 2-bromo-N-(5-chloro-pyridin-2-yl)-acetamide (34 mg). The mixture was stirred for 20 h at RT whereupon it was filtered. The filtrates were directly subjected to preparative HPLC(CH3CN/H2O gradient+0.05% TFA). Pure 1-[(5-chloro-pyridin-2-ylcarbamoyl)-methyl]-4-(1-isopropyl-piperidin-4-ylcarbamoyl)-1H-pyrrole-2-carboxylic acid benzyl ester (28.5 mg) was obtained as its trifluoroacetate salt. MS (ESI+): m/e=538 [M+H]+, chloro pattern.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07465806B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-81a0f54148c446178d389f5099c29c5f |
| Source note | uspto-grants-2008_12 |