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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1517545Generated: November 4, 2026

Sodium Carbonate → HCID 68591720, compound

https://huagongshe.com/reaction/1517545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant[2-(Benzyloxy)pyridin-3-yl]boronic acidHCID 44755161—
ReactantHCID 68591281HCID 68591281—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductHCID 68591720HCID 6859172084%

Reaction Steps

step 2—A sealed tube containing 100 (150 mg, 0.36 mmol), 2-benzyloxy-pyridin-3-yl boronic acid (125 mg, 0.56 mmol), Na2CO3 (116 mg, 1.1 mmol) and Pd(PPh3)4 (42 mg, 0.036 mmol) in a mixture of MeOH (1.5 mL) and DCM (0.5 mL) was irradiated on a microwave synthesizer at 100° C. for 30 min. The reaction mixture was diluted with DCM, filtered through a pad of CELITE, and the filtrate was concentrated. The crude residue was purified on a preparative SiO2 TLC plate developed with 50% EtOAc/hexanes to afford 140 mg (84%) of (R)-1-[2-(2-benzyloxy-pyridin-3-yl)-4-tert-butyl-5-methoxy-benzyl]-5-oxo-pyrrolidine-2-carboxylic acid ethyl ester (102).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08232271B2
Source datasetuspto-grants-2012_07
ORD IDord-87f800e28c444f3fb566bd5e8a8e21b7
Source noteuspto-grants-2012_07