HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 86679580, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | HCID 24262708 | HCID 24262708 | — |
| Reactant | (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-hydroxyethyl)pyridine 1-oxide | HCID 71092687 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86679580 | HCID 86679580 | 62% |
Reaction Steps
(S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-hydroxyethyl)pyridine 1-oxide (30 mg, 0.071 mmol), 2-(3,4-dimethoxyphenyl-sulfonyloxy)acetic acid (39.4 mg, 0.143 mmol), DMAP (8.72 mg, 0.071 mmol), and EDC (20.53 mg, 0.107 mmol) were dissolved in DCM (2 ml). The reaction was stirred at RT for 1.5 hours. The reaction mixture was diluted with HCl 1N and extracted with DCM. The organic phase was washed with HCl 1N, Na2CO3 sat and brine, dried over Na2SO4 and concentrated under vacuum. The crude product was triturated in EtOH to give (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(2-(3,4-dimethoxyphenylsulfonyloxy)acetoxy)-ethyl)pyridine 1-oxide (30 mg, 0.044 mmol, 61.9% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09265768B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-bedc65ef7eb340c9a0feb8dcc4ee875c |
| Source note | uspto-grants-2016_02 |