HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 178523570, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 21883935 | HCID 21883935 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 178523570 | HCID 178523570 | 17.2% |
Reaction Steps
5-Chloro-N-{1-[(cyanomethyl)amino]-2,3-dihydro-1H-inden-2-yl}-1H-indole-2-carboxamide (Example 25; 182 mg, 0.5 mmol), sodium azide (195 mg, 3.0 mmol) and ammonium chloride (163 mg, 3.05 mmol) in DMA (5 mL) were heated in a microwave at 180° C. for 1 min. EtOAc (50 mL) was added and the mixture washed with water (6×10 mL), brine (25 mL), dried (MgSO4) and the volatiles removed by evaporation under reduced pressure. The desired component was isolated by preparative HPLC (CH3CN:water) to give the title compound (35 mg, 14%) as a pale orange powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07138415B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-1e1ff84c4dc94d21a8c0847c3a577a6c |
| Source note | uspto-grants-2006_11 |