HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 121386251, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (4-Bromo-1,3-thiazol-2-yl)methanol | HCID 11041630 | — |
| Reactant | 2-methoxyethyl N-(2-methoxyethoxycarbonylimino)carbamate | HCID 53384415 | — |
| Reactant | 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one | HCID 89691084 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 121386251 | HCID 121386251 | 27.2% |
Reaction Steps
To a solution of 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one (289 mg), (4-bromo-1,3-thiazol-2-yl)methanol (399 mg) and triphenylphosphine (808 mg) in THF (8 ml) was added bis(2-methoxyethyl) azodicarboxylate (722 mg), and the mixture was stirred at room temperature for 3 h. The mixture was poured into water and extracted with EtOAc. The extract was washed with brine, dried over MgSO4, concentrated and purified by silica gel column chromatography (hexane/EtOAc then EtOAc/MeOH) to give the title compound (128 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365540B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-91ef1f1593c44d1da1a7fef3a3417a63 |
| Source note | uspto-grants-2016_06 |