HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 3H-Imidazo[4,5-c]pyridine-7-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | HCID 178419455 | HCID 178419455 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | 3H-Imidazo[4,5-c]pyridine-7-carbonitrile | HCID 70557172 | 67% |
Reaction Steps
To a solution of 7-bromo-1H-imidazo[4,5-c]pyridine (3 g, 15.6 mmol) in DMF (10 mL) was added Pd(PPh3)4 (1.0 g) and Zn(CN)2 (1.2 g, 10 mmol). The reaction mixture was irradiated in a microwave at 100° C. for 2 h under Ar. The reaction mixture was poured into aqueous NH4OH and extracted with DCM. The organic extracts were dried (Na2SO4), filtered and concentrated in vacuo. The crude product was purified by SiO2 chromatography to afford 1.5 g (67%) of 3H-imidazo[4,5-c]pyridine-7-carbonitrile as a white solid; MS (ESI)/v/z: 145.0 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08815877B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-e0b482a1005b465b88aeba75d68f5a5e |
| Source note | uspto-grants-2014_08 |