HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 68591720, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | [2-(Benzyloxy)pyridin-3-yl]boronic acid | HCID 44755161 | — |
| Reactant | HCID 68591281 | HCID 68591281 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68591720 | HCID 68591720 | 84% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08232271B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-87f800e28c444f3fb566bd5e8a8e21b7 |
| Source note | uspto-grants-2012_07 |