HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412276Generated: October 29, 2026
HCID 10122432, compound → HCID 22258737, compound
https://huagongshe.com/reaction/412276
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | HCID 10122432 | HCID 10122432 | — |
| Reactant | Red-Al | HCID 16684438 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22258737 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06562811B1 |
|---|
| Source dataset | uspto-grants-2003_05 |
|---|
| ORD ID | ord-9426003776a047b797bc2244dde9ce59 |
|---|
| Source note | uspto-grants-2003_05 |
|---|