HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium t-butoxide → HCID 178419832, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 5-chloro-4-(cyclobutyl(hydrazono)methyl)-1H-pyrrolo[2,3-b]pyridine | HCID 86637191 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 178419832 | HCID 178419832 | 4.5% |
Reaction Steps
A mixture of 5-chloro-4-(cyclobutyl(hydrazono)methyl)-1H-pyrrolo[2,3-b]pyridine (0.052 g, 0.21 mmol), sodium tert-butoxide (0.048 g, 0.50 mmol), palladium acetate (0.0005 g, 0.0025 mmol) and (R)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-tert-butyl phosphine (0.0015 g, 0.0025 mmol) was heated in N-methyl-2-pyrrolidinone (2 mL) at about 160° C. in a CEM Discover microwave for about 30 min. The insoluble residue was removed by filtration and the filtrate was subjected to purification by preparative RP-HPLC (Table 2, Method h) to yield 1-cyclobutyl-3,6-dihydropyrazolo[4,3-d]pyrrolo[2,3-b]pyridine as a white solid (0.002 g, 4%): LC/MS (Table 2, Method d) Rt=1.78 min; m/z: 213 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365579B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-df41d462853a438eb896f13e65c06e60 |
| Source note | uspto-grants-2016_06 |