HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 3-phenyl-5-(2-hydroxyphenyl)-1H-pyrrolo[2,3-b]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | 3-phenyl-5-(2-methoxyphenyl)-1H-pyrrolo[2,3-b]pyridine | HCID 72792688 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-phenyl-5-(2-hydroxyphenyl)-1H-pyrrolo[2,3-b]pyridine | HCID 72792827 | 34% |
Reaction Steps
To a solution of 3-phenyl-5-(2-methoxyphenyl)-1H-pyrrolo[2,3-b]pyridine (113 mg, 0.38 mmol) in CH2Cl2 (325 μl) is added BBr3 (1.1 ml of 1 N solution in CH2Cl2, 1.13 mmol). The reaction mixture is stirred for 15 hours at room temperature and neutralized at 0° C. with methanol. The solvent is evaporated under reduced pressure and the residue purified by preparative thin-layer chromatography (CH2Cl2/MeOH 94:6) to yield the expected product in the form of a white solid with a yield of 34%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447093B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-d273fcfd4c7e4a19b268bc2796fea5f0 |
| Source note | uspto-grants-2016_09 |