HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 60205495, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide | HCID 60205277 | — |
| Reactant | HCID 60205494 | HCID 60205494 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | HCID 60205495 | HCID 60205495 | 18% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
A mixture of N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide (180 mg, 0.537 mmol, Example 1, Step I), tert-butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate hydrochloride (334 mg, 1.34 mmol), and DIEA (0.234 mL, 1.34 mmol) in n-BuOH (2 mL) was stirred at 140° C. for 5 hours in a sealed tube. The reaction was then cooled to room temperature and concentrated in vacuo. The residue obtained was purified by reverse phase HPLC (Gilson) to provide tert-butyl 5-(5-bromo-3-(nicotinamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate (50 mg, 18% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08545897B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-8e1cedab6a9045f083737b6005207dae |
| Source note | uspto-grants-2013_10 |