Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407659Generated: October 31, 2026

Sodium Bicarbonate → HCID 70667981, compound

https://huagongshe.com/reaction/2407659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantTert-butyl (piperidin-4-ylmethyl)carbamateHCID 723429—
Reactant3-Phenyl-1,2-oxazole-5-carbaldehydeHCID 11367267—
ReactantTetramethylammonium Triacetoxyborohydride (>90%)HCID 13696215—
SolventAcetic AcidHCID 176—
SolventAcetonitrileHCID 6342—
ProductHCID 70667981HCID 7066798190.9%

Reaction Steps

A solution of the compound prepared in Example 7 (2.00 g), tert-butyl piperidin-4-ylmethylcarbamate (2.72 g) and acetic acid (0.66 mL) in acetonitrile (60 mL) was stirred at room temperature for 30 minutes. Tetramethylammonium triacetoxyborohydride (9.12 g) was added and the reaction was stirred overnight. The reaction was then poured into a saturated aqueous sodium bicarbonate solution and the resulting mixture was extracted three times with ethyl acetate. The combined organics were dried with anhydrous magnesium sulfate and concentrated to a white solid. The solid was triturated with hexane to obtain the title compound (3.90 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809538B2
Source datasetuspto-grants-2014_08
ORD IDord-c483293dcd164048becde7f92d66eaf8
Source noteuspto-grants-2014_08