HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Dimethyl sulfide)trihydroboron → HCID 136623244, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Dimethyl sulfide)trihydroboron | HCID 12423031 | — |
| Reactant | HCID 136623177 | HCID 136623177 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 136623244 | HCID 136623244 | 82.5% |
Reaction Steps
To a solution of 790 mg of 4-[3-cyclopropyl-6-(4-hydroxy-phenyl)-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester in 6 ml of dry THF 11.5 ml of borane-dimethylsulfide complex (1 M in DCM) was added slowly at r.t., and the reaction was heated to reflux for 0.5 h. The reaction was quenched by the addition of 7 ml of methanol, and the solvents were evaporated. The residue was purified by flash chromatography (silica, heptanes/ethyl acetate) yielding 635 mg (82%) 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-013a6bb8699c41f8b260c53ca21bca7f |
| Source note | uspto-grants-2015_09 |