HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetyl chloride → HCID 178459410, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diisopropyl malonate | HCID 83223 | — |
| Reactant | N-Methyl-1-(thiophen-2-yl)methanamine | HCID 436153 | — |
| 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 178459410 | HCID 178459410 | 18.7% |
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, N-methyl-N-(2-thienylmethyl)amine (0.061 mg, 0.048 mmol) and triethylamine (0.18 mL, 1.3 mmol) in 2-propanol (2.0 mL) was stirred for 7 days then refluxed for further 24 h. To this reaction mixture, 7-azaindole-3-carboxaldehyde (0.065 g, 0.44 mmol) was added then the mixture was refluxed for 24 h. Cooled to ambient temperature, the reaction mixture was purified by preparative HPLC to afford the titled compound as solid (0.0038 g, y. 2%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08742113B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-a0db90cdd92a4033986137cc6682d75b |
| Source note | uspto-grants-2014_06 |