HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 90014026, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | (Dimethyl sulfide)trihydroboron | HCID 12423031 | — |
| Reactant | HCID 90014484 | HCID 90014484 | — |
| Product | HCID 90014026 | HCID 90014026 | 96% |
Reaction Steps
To a solution of 1.54 g of (4-benzyl-2,2,5,5-tetramethyl-piperazin-1-yl)-[6-(4-methoxy-methoxy-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-methanone in 9 ml of dry THF 20 ml of borane-dimethylsulfide complex (1 M in DCM) was added slowly at r.t., and the reaction was heated to reflux for 12 h. The reaction was quenched by the addition of 13 ml of methanol, and the solvents were evaporated. The residue was purified by flash chromatography (silica, heptanes/ethyl acetate) yielding 1.44 g (96%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133181B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-981680134d764fc49c1e0e2f58e0b1c1 |
| Source note | uspto-grants-2015_09 |