HuagongsheHuagongshe Chemistry Print Report · For research reference only
Malononitrile → 2-Amino-4-(5-bromo-pyridin-3-yl)-3-cyano-7-hydroxymethyl-4H-pyrrolo[2,3-h]chromene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 5-Bromo-3-pyridinecarboxaldehyde | HCID 2784734 | — |
| Reactant | 1-(Hydroxymethyl)-1H-indol-4-ol | HCID 24776903 | — |
| Product | 2-Amino-4-(5-bromo-pyridin-3-yl)-3-cyano-7-hydroxymethyl-4H-pyrrolo[2,3-h]chromene | HCID 10340734 | — |
Reaction Steps
The title compound was prepared from 1-hydroxymethyl-4-hydroxy-indole (66 mg, 0.4 mmol), 5-bromo-pyridine-3-carbaldehyde (75 mg, 0.4 mmol), malononitrile (27 mg, 0.4 mmol) and piperidine (0.02 mL, 0.2 mmol), similar to Example 16, to yield 60 mg (38%) of a white solid. 1H NMR (DMSO-d6): 8.58 (d, J=2.1 Hz, 1H), 8.48 (d, J=1.5 Hz, 1H), 7.78-7.76 (m, 1H), 7.45 (d, J=3.0 Hz, 1H), 7.31 (d, J=8.4 Hz, 1H), 7.11 (brs, 2H), 6.77 (d, J=8.7 Hz, 1H), 6.49 (d, J=3.3 Hz, 2H), 5.49 (brs, 2H), 4.98 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528164B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-ffaf3ec31eb742719b692c4b399958e9 |
| Source note | uspto-grants-2009_05 |