HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl carbazate → HCID 57978675, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl carbazate | HCID 70091 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 44447720 | HCID 44447720 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57978675 | HCID 57978675 | — |
Reaction Steps
DIPEA (1.53 mL, 8.78 mmol.) was added to a stirred solution of 4b (1.76 mmol), t-butyl carbazate (1.16 g, 8.78 mmol) and HATU (1.34 g, 3.52 mmol) in DMF (20 mL) at ambient temperature. After approximately 18 h, the reaction mixture was poured into saturated aqueous sodium bicarbonate and extracted three times with EtOAc. The combined organic extracts were washed with water, brine, dried (Na2SO4) and concentrated in vacuo. Purification of the crude residue by flash chromatography on silica gel (gradient elution; 0-35% EtOAc/hexanes as eluent) furnished the title compound 4c, m/z (ES) 564 (MH)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07629467B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-6c806e072c0844cf90e242cd681c24df |
| Source note | uspto-grants-2009_12 |