HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Tert-butyl 3-(6-chloro-4-iodopyridin-2-ylamino)cyclohexylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | N1-(6-chloro-4-iodopyridin-2-yl)cyclohexane-1,3-diamine | HCID 86649873 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tert-butyl 3-(6-chloro-4-iodopyridin-2-ylamino)cyclohexylcarbamate | HCID 87185034 | 53.3% |
Reaction Steps
To a mixture of Example 260a (2.60 g, 7.39 mmol) and triethylamine (1.340 mL, 9.61 mmol) in tetrahydrofuran (50 mL) was added BOC2O (1.78 g, 8.13 mmol) at 0° C. The ice bath was removed and the reaction was stirred at room temperature for 90 minutes. The reaction was diluted with EtOAc and washed with brine and sat. NaHCO3. The organic layer was dried over MgSO4, filtered, concentrated, and purified on an 80 g column using the ISCO Companion flash system eluting with hexane/EtOAc (8:2 to 6:4) to give 1.78 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08435980B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-42e50410994c467c8e7938d88b5ad25f |
| Source note | uspto-grants-2013_05 |