HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → HCID 68819438, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Methyl 2-amino-4,6-dichlorobenzoate | HCID 12363232 | — |
| Reactant | HCID 23117503 | HCID 23117503 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68819438 | HCID 68819438 | 71% |
Reaction Steps
The objective compound was prepared by the same procedure for the intermediate 1, using a 2-(4-benzyloxy-3-bromo-phenyl)-propionic acid (1.0 g, 3.00 mmol), SOCl2 (1.10 mL, 14.9 mmol), and 2-amino-4,6-dichloro-benzoic acid methyl ester (0.50 g, 2.40 mmol). After normal workup, the pure objective compound (0.91 g, 71%) was obtained as white solid by a flash column chromatography (n-hexane:EtOAc=5:1): 1H NMR (200 MHz, CDCl3) δ 1.53 (s, 3H, CH3), 3.62 (q, J=7.1 Hz, 1H, CH), 3.79 (s, 3H, CO2CH3), 5.16 (s, 2H, CH2Ph), 6.94 (d, J=8.4 Hz, 1H, ArH), 7.15 (d, J=2.30 Hz, 1H, ArH), 7.20 (dd, J=8.6, 2.0 Hz, 1H, ArH), 7.31-7.48 (m, 5H, ArH), 7.54 (d, J=2.4 Hz, 1H, ArH), 8.41 (d, J=2.0 Hz, 1H, ArH), 9.15 (br s, 1H, NH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592457B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-7413061ec9994809af14da4974313ed6 |
| Source note | uspto-grants-2009_09 |