HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 5-Chloro-4(3,8-dihydroimidazo[4,5-d]dipyrido[2,3-b:4',3'-f]azepine-2yl)nicotinonitrile tris(trifluoroacetate)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 86762737 | HCID 86762737 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Product | 5-Chloro-4(3,8-dihydroimidazo[4,5-d]dipyrido[2,3-b:4',3'-f]azepine-2yl)nicotinonitrile tris(trifluoroacetate) | HCID 86762736 | 13% |
Reaction Conditions
| Temperature | 175 °C |
|---|
Reaction Steps
2-(3,5-Dichloropyridin-4-yl)-3,8-dihydroimidazo[4,5-d]dipyrido[2,3-b:4′,3′-f]azepine bis(trifluoroacetate) (200 mg, 0.3 mmol), zinc cyanide (231 mg, 1.97 mmol), and tetrakis-(triphenylphosphine)palladium(0) (190 mg, 0.16 mmol) were stirred in N,N-dimethylformamide and degassed for 10 minutes by bubbling with nitrogen gas. The mixture was heated in a microwave for 20 minutes at 175° C. Purification by preparative LCMS gave the desired product (25 mg, 13%). 1H NMR (DMSO-d6): δ 9.20 (d, 2H), 8.60 (m, 1H), 8.0 (m, 1H), 7.65 (m, 1H), 6.90 (m, 1H). LC/MS: 372 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08835423B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-3a62f0f0017841d2a965ece83ffbd761 |
| Source note | uspto-grants-2014_09 |