HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanoacetic acid → HCID 59408992, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanoacetic acid | HCID 9740 | — |
| Reactant | 1-Azatricyclo[6.3.1.0,4,12]dodeca-2,4,6,8(12)-tetraene | HCID 15645629 | — |
| Solvent | Acetic Anhydride | HCID 7918 | — |
| Product | HCID 59408992 | HCID 59408992 | — |
Reaction Steps
5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline (3.0 g, 19.1 mmol) and cyanoacetic acid (1.7 g, 20.0 mmol) in acetic anhydride (50 ml) were heated to 90° C. for 1.5 hours. After cooling to room temperature the product precipitated out, was filtered off, washed with cold methanol and dried under reduced pressure to obtain 3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-3-oxo-propionitrile as cream colored crystals (3.457 g). 400 MHz 1H NMR (CDCl3) δ: 7.99 (d, J=7.6 Hz 1H), 7.83 (s, 1H), 7.25 (s, 1H), 7.07 (d, J=6.4 Hz, 1H), 4.23 (m, 2H), 3.88 (s, 2H), 3.01 (m, 2H), 2.28 (m, 2H); LCMS: 225 [M+H]
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08513292B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-f3cff7b1b1a4473e82c076a898821ff5 |
| Source note | uspto-grants-2013_08 |