HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 123573018, compound → HCID 118161582, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 123573018 | HCID 123573018 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | N,N-Diethylethanamine trihydrofluoride | HCID 175505 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 118161582 | HCID 118161582 | 75.5% |
Reaction Steps
A solution of 5-(5-(3-((tert-butyldiphenylsilyl)oxy)bicyclo[3.1.0]hexan-6-yl)-1-(cyclopropylmethyl)-1H-pyrazol-3-yl)-3-(trifluoromethoxy)pyridin-2-amine (0.30 g, 0.47 mmol) in tetrahydrofuran (2 mL) and triethylamine trihydrofluoride (2 mL) was heated to 60° C. for 16 h. The reaction was diluted with saturated aqueous sodium bicarbonate, and the resulting mixture was extracted with ethyl acetate (2×10 mL). The collected organic was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and concentrated. Purification by flash column chromatography (50% ethyl acetate in petroleum ether) provided product as a solid (140 mg, 75% yield). LCMS (ESI) [MH]+=394.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365583B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-ef355518e5e1459c815a301ec844e7e3 |
| Source note | uspto-grants-2016_06 |