HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 68776419, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (2,6-Dimethoxyphenyl)boronic acid | HCID 2734343 | — |
| Reactant | HCID 68774932 | HCID 68774932 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68776419 | HCID 68776419 | — |
Reaction Steps
Tert-butyl 2-(N-(3-bromophenyl)-2,6-difluorobenzamido)acetate (0.55 mmol) is mixed with 2,6-dimethoxyphenyl boronic acid (6.13 mmol) and Pd(Ph3P)4 (0.024 mmol). To the solid mixture under nitrogen, Na2CO3 2M (0.83 mL) is added followed by DMF (5.6 mL). The reaction mixture is stirred at room temperature for 1 hour and then heated at 85° C. for 12 hours. The reaction mixture is purified by automated column chromatography (gradient of hexanes and ethyl acetate) to give tert-butyl 2-(N-(3-(2,6-dimethoxyphenyl)phenyl)-2,6-difluorobenzamido)acetate: 1H NMR (400 MHz, CDCl3) δ7.19 (m, 6H), 6.69 (t, J=7.2 Hz, 2H), 6.58 (d. J=8.4 Hz, 2H), 4.46 (s, 2H), 3.64 (s, 6H), 1.48 (s, 9H); MS: (ES+) 484.1 (M+23)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07846949B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-09ed22c1ea9a4280a409e21e77781630 |
| Source note | uspto-grants-2010_12 |