HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → Methyl 5-chloro-6-[(3,4-dimethoxybenzyl)amino]-2-(3-fluorophenyl)nicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Veratrylamine | HCID 79832 | — |
| Reactant | Methyl 5,6-dichloro-2-(3-fluorophenyl)nicotinate | HCID 58515941 | — |
| Product | Methyl 5-chloro-6-[(3,4-dimethoxybenzyl)amino]-2-(3-fluorophenyl)nicotinate | HCID 66993070 | 82.5% |
Reaction Steps
A solution of methyl 5,6-dichloro-2-(3-fluorophenyl)nicotinate (55 mg, 0.18 mmol) in ethanol (1 mL, 20 mmol) was treated with veratrylamine (82 μL, 0.55 mmol) and refluxed for 30 minutes. The reaction mixture was concentrated and purified by flash column chromatography using ethyl acetate in hexanes (0-30%) to give the desired product (64 mg, 81%). LCMS calculated for C22H21ClFN2O4 (M+H)+: m/z=431.1. found: 430.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193721B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-11cf681f0759493aa6aca396954f5f92 |
| Source note | uspto-grants-2015_11 |