Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 86719366 | HCID 86719366 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86719368 | HCID 86719368 | 95.1% |
Reaction Steps
200 mg of 2-(1-(2-fluoro-4-aminophenyl)-1H-pyrazol-4-yl)pyridine (25f) was dissolved in 5 mL dichloromethane, with addition of 194.3 mg K2CO3. Then, 990 μL Cbz-Cl was slowly dropped into the resultant mixture maintained in an ice bath. After completion of the addition, the ice bath was removed. The reaction mixture was warmed naturally to room temperature and reacted for 2 hours. TLC monitoring was performed to determine the completion of the reaction, after which water was added into the reaction solution. The mixture was extracted with dichloromethane for three times. The combined organic phase was dried and rotary evaporated. The residue obtained was repeatedly washed with petroleum ether until the excess Cbz-Cl was completely removed, thereby affording 260 mg of a light yellow solid, with a yield of 95.1%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946436B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-209d8bb89277472b9317fb8f44ff70cb |
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| Source note | uspto-grants-2015_02 |
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