HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → Methyl (3-(3-acetyl-1H-pyrazolo[3,4-b]pyridin-1-yl)propyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl(3-bromopropyl)carbamate | HCID 254236 | — |
| Reactant | HCID 178467502 | HCID 178467502 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl (3-(3-acetyl-1H-pyrazolo[3,4-b]pyridin-1-yl)propyl)carbamate | HCID 68310426 | — |
Reaction Steps
To a solution of 1-(1H-pyrazolo[3,4-b]pyridin-3-yl)ethanone (500 mg) and methyl (3-bromopropyl)carbamate (912 mg) in N,N-dimethylformamide (5 mL) was added potassium carbonate (864 mg), and the mixture was stirred at room temperature for 3 days. To the reaction solution was added ethyl acetate, and the mixture was washed with saturated saline, dried over magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=95/5→1/1) to give methyl [3-(3-acetyl-1H-pyrazolo-[3,4-b]pyridin-1-yl)propyl]carbamate) [REx(103-2)] (308 mg) as a red oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278944B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-7ef44caf290f45588edbb8697ef74596 |
| Source note | uspto-grants-2016_03 |