Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-(Trifluoromethoxy)benzoyl Chloride | HCID 142110 | — |
| Reactant | HCID 70229832 | HCID 70229832 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70229768 | HCID 70229768 | 94.4% |
Reaction Steps
A 0° C. solution of Example 126B (0.92 g, 3.0 mmol) in dichloromethane (10 mL) was sequentially treated with pyridine (0.3 mL, 3.7 mmol) and 4-trifluoromethoxybenzoyl chloride (0.53 mL, 3.4 mmol), stirred at 0° C. for 0.5 hours and then at room temperature for 1 hour. The reaction was diluted with water and extracted with dichloromethane (3×15 mL). The combined extracts were washed with saturated NaHCO3, dried, filtered, concentrated and purified on silica gel by flash column chromatography eluting with 6:1 hexanes/ethyl acetate to give 1.37 g of the desired product. MS (ESI): 501 (M+NH4+), 506 (M+Na+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06235786B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-2a0258221fa945b88653195dda55bcfd |
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| Source note | uspto-grants-2001_05 |
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