HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 68775765, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | N,N-Dimethylethylenediamine | HCID 66053 | — |
| Reactant | HCID 68775846 | HCID 68775846 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68775765 | HCID 68775765 | 6.7% |
Reaction Steps
Isobutyl chloroformate (30 μL, 0.23 mmol) and triethylamine (30 μL, 0.23 mmol) were added to a solution of Example 292 (50 mg, 0.12 mmol) in DCM (5.0 mL) and the reaction mixture was stirred at room temperature for 1 h. N,N-Dimethylethylenediamine (60 μL, 0.58 mmol) was then added and the reaction mixture was stirred at room temperature for 72 h. The solvent was removed in vacuo and the residue was purified by preparative HPLC (pH 5.8) to give the title compound (4 mg, 6%) as a yellow solid. δH (CDCl3) 9.12 (1H, s), 8.41 (1H, br s), 7.55-7.46 (2H, m), 7.29 (1H, t, J 7.9 Hz), 7.05-7.00 (1H, m), 3.61-3.49 (6H, m), 2.90-2.77 (6H, m), 2.49 (6H, s), 2.33 (2H, s), 2.29 (2H, s), 0.90 (6H, s). LCMS (ES+) 499.3 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324204B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-ba4712c9b4044576bd457c22a125a7f5 |
| Source note | uspto-grants-2012_12 |