HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Dimethyl sulfide)trihydroboron → HCID 136623205, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Dimethyl sulfide)trihydroboron | HCID 12423031 | — |
| Reactant | HCID 118059329 | HCID 118059329 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 136623205 | HCID 136623205 | 74% |
Reaction Steps
To a solution of 272 mg of) 4-{3-methyl-1-(tetrahydro-pyran-2-yl)-6-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyrazolo[3,4-b]pyridine-4-carbonyl}-4,7-diaza-spiro[2.5]-octane-7-carboxylic acid tert-butyl ester in 4 ml of dry THF 3.5 ml of borane-dimethyl-sulfide complex (1 M in DCM) was added slowly at r.t., and the reaction was heated to reflux for 60 min. The reaction was quenched by the addition of 2.2 ml of methanol, and the solvents were evaporated. The residue was purified by flash chromatography (silica, heptane/EtOAc gradient) to obtain 170 mg (74%) 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-acf01e4c1f7441448f5c5060f7f244e2 |
| Source note | uspto-grants-2015_09 |