HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropenyl chloroformate → Prop-1-en-2-yl(2-fluoro-5-(7-((4-methoxybenzyl)(methyl)amino)-2-methyl-1,6-naphthyridin-3-yl)phenyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropenyl chloroformate | HCID 93846 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-(3-amino-4-fluorophenyl)-N-(4-methoxybenzyl)-N,2-dimethyl-1,6-naphthyridin-7-amine | HCID 89815777 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Prop-1-en-2-yl(2-fluoro-5-(7-((4-methoxybenzyl)(methyl)amino)-2-methyl-1,6-naphthyridin-3-yl)phenyl)carbamate | HCID 89827713 | 99% |
Reaction Steps
Treat a solution of 3-(3-amino-4-fluorophenyl)-N-(4-methoxybenzyl)-N,2-dimethyl-1,6-naphthyridin-7-amine (0.334 g, 0.830 mmol) in EtOAc (10 mL) with satd. NaHCO3 (10 mL), add isopropenyl chloroformate (0.100 mL, 0.913 mmol) and stir at RT for 2 h. Separate the layers, extract the aqueous layer with EtOAc (2×), dry the combined organics over MgSO4 and concentrate to dryness to afford the title compound (398 mg, 99%). MS (ESI) m/z: 487.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187474B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-0c440bdc877d4aa3bfc9aab5d32464ce |
| Source note | uspto-grants-2015_11 |