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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412276Generated: October 29, 2026

HCID 10122432, compound → HCID 22258737, compound

https://huagongshe.com/reaction/412276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 10122432HCID 10122432—
ReactantRed-AlHCID 16684438—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22258737HCID 22258737—

Reaction Steps

To a cooled solution of tert-butyl 2-amino-4-[1-(tert-butoxycarbonyl)-3-piperidinyl]-6-{2-(cyclopropylmethoxy)-6-[(4-methoxybenzyl)oxy]phenyl}nicotinate (4.9 g, 7.426 mmol) in tetrahydrofuran (60 mL) was added dropwise Vitride® (10 mL) under an argon atmosphere. The stirring was continued at 0° C. for 1 hr. After quenched by saturated aqueous NH4Cl solution, saturated aqueous potassium sodium tartrate was added to the mixture, then the mixture was stirred vigorously. The mixture was extracted with ethyl acetate, washed with water and brine, dried over MgSO4, filtered, and concentrated under reduced pressure to give tert-butyl 3-[2-amino-6-{2-(cyclopropylmethoxy)-6-[(4-methoxybenzyl)oxy]phenyl}-3-(hydroxymethyl)-4-pyridinyl]-1-piperidinecarboxylate, which was used for the next step without further purification (4.38 g, yield; quant.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562811B1
Source datasetuspto-grants-2003_05
ORD IDord-9426003776a047b797bc2244dde9ce59
Source noteuspto-grants-2003_05