HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetyl chloride → HCID 178459407, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | Diisopropyl malonate | HCID 83223 | — |
| Reactant | 1H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde | HCID 5372812 | — |
| Reactant | Isopropyl 2-isopropoxy-4-oxo-4,5-dihydrofuran-3-carboxylate | HCID 51050080 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 178459407 | HCID 178459407 | 1.3% |
Reaction Steps
A solution of isopropyl 2-isopropoxy-4-oxo-4,5-dihydrofuran-3-carboxylate (0.10 g, 0.44 mmol) which similarly prepared according to the procedure described in the Example 74, Third step using diisopropyl malonate and chloroacetyl chloride, and cyclopropylamine (0.034 mL, 0.48 mmol) in 2-propanol (2.0 mL) was stirred at ambient temperature for 14 h. To this reaction mixture, 7-azaindole-3-carboxaldehyde (0.065 g, 0.44 mmol) and piperidine (0.0044 mL, 0.044 mmol) were added then the mixture was refluxed for further 12 days. Cooled to ambient temperature, the reaction mixture was purified by preparative HPLC to afford the titled compound as solid (0.0020 g, y. 1%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08742113B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-853605e8263a4041bda9d128e03a215d |
| Source note | uspto-grants-2014_06 |