HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 67337045, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 42633024 | HCID 42633024 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67337045 | HCID 67337045 | — |
Reaction Steps
A solution of 1 mmol of N-{(3S,4R,5R)-4-[4-((R)-2-ethoxy-propoxymethyl)-phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-piperidin-3-ylmethyl}-formamide (example 7) 8 ml of THF is mixed with 2 mmol of LiAlH4 (1M in THF) and stirred at RT for 13 h (conversion checked by HPLC or TLC), then the reaction mixture is heated to 40° C. for 2 h. The reaction mixture is poured on saturated aqueous NaHCO3 solution and extracted with TBME (3×). The combined organic phases are washed with H2O and brine and evaporated in vacuo. The title compound is obtained from the residue by flash chromatography (SiO2 60F) and identified based on the Rf value.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08003640B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-fef43fc464894db6a49125e38935b14d |
| Source note | uspto-grants-2011_08 |