Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | HCID 118223439 | HCID 118223439 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 118223422 | HCID 118223422 | 103% |
Reaction Steps
Dissolve the compound obtained in Step 2 (2.9 g, 10.61 mmol) in THF (30 mL), cool to −30° C., then add pyridine (1.68 g, 21.22 mmol) and phenyl chloroformate (1.83 g, 11.67 mmol). Stir at room temperature for 3 hrs. TLC (DCM:MeOH=10:1) shows the reaction is complete. Pour the solution to a mixture of EtOAc and water, separate the organic layer, and wash with brine, dry over anhydrous Na2SO4. Concentrate under reduced pressure to give the crude product (4.3 g). MS: (M+1): 394.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09359338B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-2bba873f37c442c59a339052939fd9ee |
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| Source note | uspto-grants-2016_06 |
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