HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 66780320, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86662600 | HCID 86662600 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66780320 | HCID 66780320 | — |
Reaction Steps
To a solution of 2-azido-N-[(3-chloro-2-methylphenyl)methyl]-N-[5-cyano-2-(4-morpholinyl)-1,3-thiazol-4-yl]acetamide (300 mg, 0.695 mmol) in Tetrahydrofuran (THF) (20 mL) and H2O (2 mL) was added Ph3P (547 mg, 2.084 mmol). The mixture was stirred at rt for 5 hr before removal of the solvent. To the residue was added 50 mL DCM and 20 mL NaHCO3 (sat.), followed by Boc2O (0.323 mL, 1.389 mmol). The mixture was stirred at rt for 17 hrs. The organic layer was concentrated and purified on a silica column to give the titled compound 150 mg. (43%) LC/MS (ES) m/z=505.9 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410095B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-f0a3d1a7516f46b98b3e6030cb022e7d |
| Source note | uspto-grants-2013_04 |