HuagongsheHuagongshe Chemistry Print Report · For research reference only
CO2 EtOH CH3CN → 4-((4-Chlorobenzyl)oxy)-1-(2-((1R*,2S*)-2-(2-hydroxypropan-2-yl)cyclopropyl)-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | CO2 EtOH CH3CN | HCID 87190995 | — |
| Reactant | HCID 89691107 | HCID 89691107 | — |
| Product | 4-((4-Chlorobenzyl)oxy)-1-(2-((1R*,2S*)-2-(2-hydroxypropan-2-yl)cyclopropyl)-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one | HCID 121386224 | 33.6% |
Reaction Steps
(1RS,2SR)-4-((4-Chlorobenzyl)oxy)-1-(2-(2-(2-hydroxypropan-2-yl)cyclopropyl)-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one (0.830 g) was resolved by a preparative SFC (CHIRALPAK AYH, CO2/EtOH/CH3CN=600/200/200) to give a white solid (351 mg, >99% ee). This solid was recrystallized from IPA to give the title compound (279 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-a6b482cdf6f749bfa4081bd7d053cb53 |
| Source note | uspto-grants-2016_06 |