HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Dimethyl sulfide)trihydroboron → HCID 90013834, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Dimethyl sulfide)trihydroboron | HCID 12423031 | — |
| Reactant | HCID 90013835 | HCID 90013835 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90013834 | HCID 90013834 | 63.4% |
Reaction Steps
To a solution of 350 mg of [(R)-4-Benzyl-3-(2,2,2-trifluoro-ethyl)-piperazin-1-yl]-[6-(4-methoxymethoxy-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-methanone in 6 ml of dry THF 4.4 ml of borane-dimethylsulfide complex (1 M in DCM) was added slowly at r.t., and the reaction was heated to reflux for 6 h. The reaction was quenched by the addition of methanol, and the solvents were evaporated. The residue was purified by flash chromatography (silica, heptanes/ethyl acetate) yielding 217 mg (63%) 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-e29acd58625f49cead0f6fcb9ac48c65 |
| Source note | uspto-grants-2015_09 |