Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 67088863 | HCID 67088863 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67088924 | HCID 67088924 | 83.6% |
Reaction Steps
3-Iodo-1-(4-methoxybenzyl)-5-nitro-1H-pyrazolo[3,4-b]pyridine (3.5 g, 8.5 mmol), EtOH (70 mL), water (30 mL), Fe (0) (1.9 g, 34 mmol), and NH4Cl (4.6 g, 85 mmol) were charged to a 250 mL round-bottomed flask. This mixture was warmed to 80° C. for 4 hours, and then allowed to cool to room temperature. The mixture was filtered through GF/F filter paper and concentrated to remove EtOH. The organic layers were extracted with EtOAc (2×100 mL), dried over Na2SO4, and concentrated to get 3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-5-amine (2.7 g, 74%) of crude product as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08394795B2 |
|---|
| Source dataset | uspto-grants-2013_03 |
|---|
| ORD ID | ord-b7c2aa80b7fb409eada9ea521cd95c19 |
|---|
| Source note | uspto-grants-2013_03 |
|---|