HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodoethane → 2-(2-Benzyloxypyridin-3-yl)-4-tert-butyl-5-methoxybenzoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-(2-Benzyloxypyridin-3-yl)-4-tert-butyl-5-methoxybenzoic acid | HCID 67374411 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(2-Benzyloxypyridin-3-yl)-4-tert-butyl-5-methoxybenzoic acid ethyl ester | HCID 67375043 | 99.9% |
Reaction Steps
step 1—To a solution of 76 (100 mg, 0.26 mmol) in DMF (3 mL) were added Cs2CO3 (101 mg, 0.31 mmol) and iodoethane (25 μL, 0.31 mmol). The reaction mixture was stirred at RT overnight then quenched with H2O and thrice extracted with EtOAc. The combined organics were washed with H2O (3×), dried (MgSO4), filtered and concentrated under reduced pressure to afford 109 mg (99%) of 2-(2-benzyloxypyridin-3-yl)-4-tert-butyl-5-methoxybenzoic acid ethyl ester (78) as a pale yellow foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08232271B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-39949e6499324b66af7f169f55b6ece4 |
| Source note | uspto-grants-2012_07 |