HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 71239513, compound → HCID 71241199, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 71239513 | HCID 71239513 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 71241199 | HCID 71241199 | 73% |
Reaction Steps
To a solution of 2-chloro-4-((3S,3aS,5R)-5-hydroxy-3-(2-methoxyethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile (50 mg, 0.143 mmol) in DCM (5 mL) at 0° C. was added Dessmartin reagent (121 mg, 0.286 mmol) and reaction mixture was stirred at room temperature for 16 h. Once the starting material had disappeared (monitored by TLC), reaction mixture was diluted with ethyl acetate, water and extracted. Organic layer was washed with saturated NaHCO3 solution, water, and brine then dried over Na2SO4 and concentrated. Purification by column chromatography (silica gel, 1% MeOH in DCM) provided the title compound (36 mg, 73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051326B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-a5af018dc65345a2b7f1039365f934a3 |
| Source note | uspto-grants-2015_06 |