HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 86685865, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Trichloroacetonitrile | HCID 11011 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 2764782 | HCID 2764782 | — |
| Reactant | HCID 86685864 | HCID 86685864 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86685865 | HCID 86685865 | 33.2% |
Reaction Steps
To a solution of Intermediate 11F (41.6 mg, 0.158 mmol) in anhydrous CH2Cl2 (0.6 mL) was added PPh3 (124 mg, 0.474 mmol) followed by dropwise addition of trichloroacetonitrile (27.4 mg, 0.19 mmol). The reaction was stirred at rt for 3 h. To the freshly prepared acid chloride was added a solution of Intermediate 11E (20 mg, 0.053 mmol) in anhydrous CH2Cl2 (0.3 mL) followed by pyridine (19 mL, 0.237 mmol). The mixture was stirred at rt overnight. The solvent was removed in vacuo. The product was purified by preparative HPLC (MeOH/H2O/TFA) to yield Intermediate 11G (11 mg, 33%) as a brown solid. LCMS Anal. Calc'd for C31H30F6N2O5 624.57, found [M+H] 625.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08791091B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-65d080c6c46c4460b07834e735b71bc5 |
| Source note | uspto-grants-2014_07 |