HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 178490915, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium acetate | HCID 5152919 | — |
| Reactant | 4-chloro-3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine | HCID 67220731 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178490915 | HCID 178490915 | 79% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 1-(4-methoxybenzyl)-4-chloro-3-iodo-1H-pyrazolo[3,4-b]pyridine (7.00 g, 17.52 mmol, obtained from Example 84, Step D), cesium acetate (33.62 g, 175.2 mmol) and DMF (175 mL) was heated to 100° C. for 12 hours. The reaction was cooled to room temperature, diluted with water (50 mL), extracted with EtOAc (100 mL), dried over sodium sulfate, filtered and concentrated. The residue was purified by flash column chromatography (5% MeOH in CH2Cl2) to afford the product (2.23 g, 79% yield) as a light orange solid. LRMS (APCI pos) m/e 381.9 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723330B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-a5f0fbee1f0b4d21aff0f3e51d2aca06 |
| Source note | uspto-grants-2010_05 |