HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Difluorophenacyl bromide → 4-[4-(2,6-Difluoro-phenyl)-thiazol-2-yl]-2'-nitro-biphenyl-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Difluorophenacyl bromide | HCID 2778263 | — |
| Reactant | 2'-Nitro-4-thiocarbamoyl-biphenyl-2-carboxylic acid methyl ester | HCID 86679832 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-[4-(2,6-Difluoro-phenyl)-thiazol-2-yl]-2'-nitro-biphenyl-2-carboxylic acid | HCID 71538603 | 16% |
Reaction Steps
4-[4-(2,6-Difluoro-phenyl)-thiazol-2-yl]-2′-nitro-biphenyl-2-carboxylic acid (45 mg, 16%) was prepared from 2′-nitro-4-thiocarbamoyl-biphenyl-2-carboxylic acid methyl ester (which may be prepared as described for Intermediate 4) and 2-bromo-2′,6′-difluoroacetophenone (available from SynQuest Laboratories, Inc.) using the procedure described for the preparation of Example 18 except that the entire 4 mL of water was added at the beginning of the hydrolysis step rather than being added in two portions. 1H NMR (300 MHz, DMSO-d6) δ 8.45 (d, J=1.9 Hz, 1H), 7.94-8.04 (m, 3H), 7.50-7.70 (m, 3H), 7.19-7.32 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073881B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-f36bb8122b114fc794e347d090aedf6f |
| Source note | uspto-grants-2015_07 |