HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → Methyl 6-[(acetylamino)methyl]-5-chloro-2-(3-fluorophenyl)nicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 6-(aminomethyl)-5-chloro-2-(3-fluorophenyl)nicotinate | HCID 58515976 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 6-[(acetylamino)methyl]-5-chloro-2-(3-fluorophenyl)nicotinate | HCID 58515958 | — |
Reaction Steps
Methyl 6-(aminomethyl)-5-chloro-2-(3-fluorophenyl)nicotinate (0.35 g, 1,2 mmol) was stirred in N,N-dimethylformamide (5 mL) with N,N-diisopropylethylamine (0.41 mL, 2.4 mmol) and acetic anhydride (0.17 mL, 1.8 mmol) was added. The mixture was stirred for 30 minutes at room temperature. Evaporation gave the crude material which was contaminated with the corresponding dechlorinated byproduct (0.4 g, 100%). LCMS calculated for C16H15ClFN2O3 (M+H)+: m/z=337.1. found 336.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193721B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-c22f401b74c247c3bb4424009b0356fe |
| Source note | uspto-grants-2015_11 |