HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 9972278, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-Fluorobenzoyl chloride | HCID 67879 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 18619165 | HCID 18619165 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 9972278 | HCID 9972278 | 67.2% |
Reaction Steps
To a solution of (5-amino-pyridin-2-yloxy)-acetic acid methyl ester (0.16 g, 0.88 mmol) in dichloromethane (5 mL) was added 4-fluorobenzoyl chloride (0.11 mL, 0.97 mmol) and N,N-diisopropylethylamine (0.33 mL, 1.9 mmol). After 24 h the reaction was poured into ethyl acetate, washed with water, and dried over sodium sulfate. Removal of the solvent gave a white solid that was purified by trituation using ethyl acetate/hexanes to give the titled product 0.18 g (67%) as a white solid: 1H NMR (300 MHz, DMSO-d6) δ 10.30 (s,1H); 8.40 (m, 1H); 8.03 (m, 3H); 7.35 (m, 2H); 6.92 (m, 1H); 4.87 (m, 2H); 3.64 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06777432B1 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-5113300edc5c4aa190195c2b543e2fa5 |
| Source note | uspto-grants-2004_08 |