HuagongsheHuagongshe Chemistry Print Report · For research reference only
Borane;tetrahydrofuran → 4-((S)-2-Fluoro-1-methyl-ethyl)-N-(3-propylamino-3,4-dihydro-2H-pyrano[3,2-b]pyridin-7-yl)-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Reactant | N-{7-[4-((S)-2-Fluoro-1-methyl-ethyl)-benzenesulfonylamino]-3,4-dihydro-2H-pyrano[3,2-b]pyridin-3-yl}-propionamide | HCID 68916577 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-((S)-2-Fluoro-1-methyl-ethyl)-N-(3-propylamino-3,4-dihydro-2H-pyrano[3,2-b]pyridin-7-yl)-benzenesulfonamide | HCID 68912637 | 52% |
Reaction Steps
Following the same procedure as described in example 34, N-{7-[4-((S)-2-fluoro-1-methyl-ethyl)-benzenesulfonylamino]-3,4-dihydro-2H-pyrano[3,2-b]pyridin-3-yl}-propionamide (100 mg, 0.27 mmol) in THF (15 ml) was treated with 1M BH3.THF (2.3 ml, 2.3 mmol). Purification of the crude product by flash column chromatography (CH2Cl2:methanol, 97:3) gave the title compound (50 mg, 52%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969552B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-6e59cfe6355a4571837a693cf3ff8e3b |
| Source note | uspto-grants-2015_03 |