HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 67375964, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | [2-(Benzyloxy)pyridin-3-yl]boronic acid | HCID 44755161 | — |
| Reactant | HCID 67375845 | HCID 67375845 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67375964 | HCID 67375964 | 78% |
Reaction Steps
step 2—A sealed tube containing 96 (100 mg, 0.25 mmol), 2-benzyloxy-pyridin-3-yl boronic acid (85 mg, 0.37 mmol), Na2CO3 (80 mg, 0.74 mmol) and Pd(PPh3)4 (29 mg, 0.025 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 30% EtOAc/hexanes to afford 99 mg of 1-[2-(2-benzyloxy-pyridin-3-yl)-4-tert-butyl-5-methoxy-benzyl]-3-methyl-1,3-dihydro-benzoimidazol-2-one (98).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08232271B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-9be209afd859421290d5da2f0e92e3e1 |
| Source note | uspto-grants-2012_07 |