HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203072Generated: October 31, 2026
4-Chlorophenol → 4-((4-Chlorophenoxy)methyl)-1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one
https://huagongshe.com/reaction/2203072
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Chlorophenol | HCID 4684 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | 1-(2-Cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-(hydroxymethyl)pyridin-2(1H)-one | HCID 89691126 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-((4-Chlorophenoxy)methyl)-1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one | HCID 89691254 | 21.8% |
Reaction Steps
To a solution of 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-(hydroxymethyl)pyridin-2(1H)-one (150 mg), 4-chlorophenol (130 mg) and tributylphosphine (514 mg) in THF (15 ml) was added 1,1′-(azodicarbonyl)dipiperidine (641 mg), and the mixture was stirred at 60° C. for 4 h. The mixture was concentrated in vacuo, and diluted with DCM. The mixture was washed with water and brine successively, dried over Na2SO4, concentrated in vacuo and purified by column chromatography (MeOH/DCM) to afford the title compound (45 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-143dd6c298e244f28703997bdaad0651 |
|---|
| Source note | uspto-grants-2016_06 |
|---|
