HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Cyclohexenylboronic acid → 2-(4-Amino-3-cyclohex-1-enyl-phenyl)-ethanesulfonic acid tert-butylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Cyclohexenylboronic acid | HCID 3862902 | — |
| Reactant | 2-(4-Amino-3-bromo-phenyl)-ethanesulfonic acid tert-butylamide | HCID 58754833 | — |
| Product | 2-(4-Amino-3-cyclohex-1-enyl-phenyl)-ethanesulfonic acid tert-butylamide | HCID 58754816 | — |
Reaction Steps
The title compound was prepared according to the Suzuki coupling procedure of Example 44, step (b) using cyclohex-1-enyl boronic acid (117 mg, 0.931 mmol) and 2-(4-amino-3-bromo-phenyl)-ethanesulfonic acid tert-butylamide (as prepared in the previous step, 250 mg, 0.745 mmol) and purified on silica (20% EtOAc/hexanes) (228 mg, 91%). 1H-NMR (CDCl3; 400 MHz): δ 6.87 (dd, 1H, J=8.0, 2.1 Hz), 6.82 (d, 1H, J=2.1 Hz), 6.64 (d, 1H, J=8.0 Hz), 5.72 (br s, 1H), 4.12 (s, 1H), 3.82 (br s, 2H), 3.28 (m, 2H), 2.96 (m, 2H), 2.19-2.23 (m, 4H), 1.62-1.82 (m, 4H), 1.31 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07790724B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-c0b8ba9040b2406a85cc79f7802f3aa8 |
| Source note | uspto-grants-2010_09 |