HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 76577930, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | N-(Bromoacetyl)glycine, ethyl ester | HCID 96555 | — |
| Reactant | HCID 178510554 | HCID 178510554 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 76577930 | HCID 76577930 | 17.2% |
Reaction Steps
To a suspension of 33 (212 mg, 0.80), Cs2CO3 (260 mg, 0.80) in DMF (15 ml), 39 (200 mg, 0.89 mmol) was added portionwise and the mixture was stirred at room temperature for 2 days. H2O (30 ml) was added and the suspension was extracted with CH2Cl2 (70 ml). The organic phase was dried over Na2SO4 and the solvent was evaporated under reduced pressure. The crude was purified by flash chromatography (CH2Cl2/MeOH 9:1) affording 40 (56 mg, 17%) as yellow-brown solid. 1H NMR (300 MHz, DMSO d6): δ 8.78 (m, 2H), 8.12 (bs, 1H), 8.05-7.78 (m, 3H), 7.67 (m, 1H), 4.72 and 4.69 (s, 2H), 4.10 (q, 2H), 3.92 and 3.90 (s, 2H), 1.19 (t, 3H). ESI+MS: calcd for C19H16N6O5: 408.38; found: 409.1 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08648076B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-7febceee04f14e77a96b4dbd71eaf4e4 |
| Source note | uspto-grants-2014_02 |