HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 12094934, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | HCID 9819110 | HCID 9819110 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 12094934 | HCID 12094934 | 33% |
Reaction Steps
To a solution of (2-benzoyl-6-chloro-1H-indol-3-yl)acetic acid (Example 2, 140 mg, 0.45 mmol), dimethylamine hydrochloride (45 mg, 0.54 mmol) and triethylamine (0.1 ml, 0.54 mmol) in DMF (2 ml) at 0° C. was added diethyl phosphorocyanidate (DEPC, 0.1 ml, 0.54 mmol). The mixture was then stirred at room temperature for 1 h. The mixture was poured into water (20 ml) and extracted with diethyl ether (50 ml×2). The organic extracts were washed with water (30 ml×2), dried (MgSO4) and concentraied. The residual solids were recrystallized from ethyl acetate/hexane to afford 50 mg (33%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06608070B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-88b4d4d546ca4e8085c02fd57d1d3037 |
| Source note | uspto-grants-2003_08 |