HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-Chloro-6-[(2,2-dimethyl-propyl)-methyl-amino]-5-fluoro-nicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,6-Dichloro-5-fluoro-3-pyridinecarbonitrile | HCID 2733849 | — |
| Reactant | (2,2-Dimethylpropyl)(methyl)amine hydrochloride | HCID 22393520 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Chloro-6-[(2,2-dimethyl-propyl)-methyl-amino]-5-fluoro-nicotinonitrile | HCID 86588797 | 83% |
Reaction Steps
A solution of 2,6-dichloro-3-cyano-5-fluoropyridine (1.0 g, 5.23 mmol), N-methyl-neopentylamine hydrochloride (830 mg, 6.0 mmol) and triethylamine (1.6 mL) in acetonitrile (20 mL) was stirred at room temp for 4 hours. Then volatiles were removed in vacuo and the residue was partitioned between ethyl acetate and water. The organic layer was dried (sodium sulfate) and concentrated in vacuo to afford the product (1.11 g, 83%). C12H15ClFN3 MS m/e=256 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07253174B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-bee4a51634a74247a55de4f64c83e5c1 |
| Source note | uspto-grants-2007_08 |