Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | HCID 86629180 | HCID 86629180 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86629182 | HCID 86629182 | 10.8% |
Reaction Steps
0.366 mL of diethyl cyanophosphonate (0.393 mg, 2.41 mmol) is placed in a 25 mL three-necked flask containing 670 mg of 49 (2.028 mmol) and 10 mL of DMF, at 0° C., followed by addition, after 10 minutes, of 0.273 mL of TEA (1.943 mmol). The reaction medium is stirred at 0° C. for 2 hours. 30 mL of EtOAc are added and the mixture is then washed with twice 30 mL of distilled water. The organic phase is dried over MgSO4, filtered and then evaporated to dryness. The crude product is chromatographed on a silica cartridge (70 g) with a heptane/EtOAc eluent (as an EtOAc gradient: 8% to 50%). 68.4 mg of expected product 50 are obtained (white solid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07960373B2 |
|---|
| Source dataset | uspto-grants-2011_06 |
|---|
| ORD ID | ord-ef3bc3841c1649bb87d061a1321d39c3 |
|---|
| Source note | uspto-grants-2011_06 |
|---|