Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| Reactant | HCID 67153171 | HCID 67153171 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86653631 | HCID 86653631 | 86.3% |
Reaction Steps
A mixture of 2.0 ml (250 mmol) of pyridine and of 20 ml of dichloromethane is cooled to −78° C. under nitrogen. Triflic anhydride (2.10 ml, 12.5 mmol) is added drop by drop. After 10 min, a solution of 1.29 g of the compound from step 2 (5.0 mmol) in 15 ml of CH2Cl2 is added drop by drop. The mixture is stirred for 2 hours at −78° C. The organic phase is washed with 1N HCl, H2O, sat. NaCl, dried over Na2SO4 and concentrated at reduced pressure to produce 1.68 g of the expected product (yield: 86%) used as it is for the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08703747B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-9e07e00d35cc45cba1a6f7e9b5acf540 |
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| Source note | uspto-grants-2014_04 |
|---|