HuagongsheHuagongshe Chemistry Print Report · For research reference only
Malononitrile → 2-Amino-3-cyano-4-(5-methyl-pyridin-3-yl)-7-hydroxymethyl-4H-pyrrolo[2,3-h]chromene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 5-Methylpyridine-3-carbaldehyde | HCID 14141158 | — |
| Reactant | 1-(Hydroxymethyl)-1H-indol-4-ol | HCID 24776903 | — |
| Product | 2-Amino-3-cyano-4-(5-methyl-pyridin-3-yl)-7-hydroxymethyl-4H-pyrrolo[2,3-h]chromene | HCID 10382083 | — |
Reaction Steps
The title compound was prepared from 1-hydroxymethyl-4-hydroxy-indole (163 mg, 1.0 mmol), 5-methyl-pyridine-3-carbaldehyde (121 mg, 1.0 mmol), malononitrile (66 mg, 1.0 mmol) and piperidine (0.05 mL, 0.5 mmol), similar to Example 16, to yield 230 mg (69%) of a white solid. 1H NMR (DMSO-d6): 8.31 (d, J=2.4 Hz, 1H), 8.27 (d, J=1.8 Hz, 1H), 7.44 (d, J=3.0 Hz, 1H), 7.31-7.26 (m, 2H), 7.01 (brs, 2H), 6.73 (d, J=8.4 Hz, 1H), 6.48-6.47 (m, 2H), 5.47 (d, J=6.0 Hz, 2H), 4.86 (s, 1H), 2.23 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528164B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-a4e300532cc642d0937d8c22361a1c99 |
| Source note | uspto-grants-2009_05 |