HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 67390084, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl iodoacetate | HCID 12183 | — |
| Reactant | HCID 57461816 | HCID 57461816 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67390084 | HCID 67390084 | 54% |
Reaction Steps
To a suspension of compound 154 (0.098 g, 0.25 mmol) and K2CO3 (0.5 g) in CH3CN (5 mL) was added ethyl iodoacetate (0.036 mL). After 19 h of stirring at RT, the reaction mixture was diluted in EtOAc (50 mL) and filtered. The fitrate was washed with sat NaHCO3 (2×50 mL), dried over Na2SO4, filtered, and concentrated. The crude materials were purified by prep-TLC using 25% CH3CN in CH2Cl2 as eluents to yield compound 155 as a white solid (0.064 g, 54% yield). 1H NMR (400 MHz, DMSO-d6) δ 10.02 (s, 1H), 7.47 (d, 1H, J=2.2 Hz), 7.41 (dd, 1H, J=8.0, 2.2 Hz), 7.02 (d, 1H, J=8.4 Hz), 4.11 (q, 2H, J=7.3 Hz), 3.66 (s, 2H), 3.61 (m, 4H), 3.41 (s, 2H), 2.80 (s, 4H), 1.61 (m, 6H), 1.21 (t, 3H, J=7.3 Hz); LCMS (ESI) Rt=3.21 min, [M+1]+ 481.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716312B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-cac1bab8f3a84d73a54161de0dcabf78 |
| Source note | uspto-grants-2014_05 |