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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223938Generated: October 30, 2026

Sodium Bicarbonate → HCID 59714871, compound

https://huagongshe.com/reaction/2223938

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantTBAF tetrahydrofuranHCID 11078149—
ReactantHCID 59714968HCID 59714968—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59714871HCID 5971487163.6%

Reaction Steps

To a solution of N-[1-[2-[1-benzyl-4-[2-(tert-butyldiphenylsiloxy)ethyl]piperidin-4-yl]ethyl]piperidin-4-yl]-N-(p-tolyl)-2-furancarboxamide (synthesized in Example 87) (0.73 g) in tetrahydrofuran (3 mL) was added 1M tetra n-butylammonium fluoride/tetrahydrofuran (1.9 mL). The reaction solution was stirred at room temperature for 15 hours. Saturated aqueous sodium bicarbonate solution was added to the solution and it was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by chromatography [NH silica gel, chloroform-methanol (98:2) ] to give the title compound (0.32 g.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375115B2
Source datasetuspto-grants-2008_05
ORD IDord-6abb6510e2c142d1bc509299d95d12f8
Source noteuspto-grants-2008_05