HuagongsheHuagongshe Chemistry Print Report · For research reference only
HOAt → HCID 58828525, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HOAt | HCID 181649 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 19094668 | HCID 19094668 | — |
| Reactant | HCID 22555951 | HCID 22555951 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58828525 | HCID 58828525 | 68% |
Reaction Steps
A solution of 3 (1.00 g, 3.91 mmol), 4 (740 mg, 4.30 mmol), 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (826 mg, 4.30 mmol), 1-hydroxy-7-azabenzotriazole (585 mg, 4.30 mmol) and NN-diisopropylethylamine (0.748 mL, 4.30 mmol) in N,N-dimethylformamide (5 mL) was stirred at room temperature for 2 days. The contents of the reaction flask were poured into water and sat. sodium bicarbonate then extracted with ethyl acetate (3×). The combined organic extracts were washed with 5% potassium bisulfate and brine. The organic layer was dried with sodium sulfate (anh.), filtered and concentrated in vacuo. Flash column chromatography (hexane/ethyl acetate 70:30) gave 5 (1.05 g, 68%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07763614B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-75030f3e2a764557aaafaf063071c72d |
| Source note | uspto-grants-2010_07 |