HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(4-(3-Cyano-4-(ethylsulfonyl)phenylamino)-4-oxobutyl)phenylboronic acid → 4-(2-(3-Cyano-4-(ethylsulfonyl)phenylcarbamoyloxy)ethyl)-3-methylphenylboronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(4-(3-Cyano-4-(ethylsulfonyl)phenylamino)-4-oxobutyl)phenylboronic acid | HCID 57842684 | — |
| Reactant | 4-Bromo-2-methylphenethyl 3-cyano-4-(ethylsulfonyl)phenylcarbamate | HCID 57842863 | — |
| Product | 4-(2-(3-Cyano-4-(ethylsulfonyl)phenylcarbamoyloxy)ethyl)-3-methylphenylboronic acid | HCID 57842638 | 68% |
Reaction Steps
Using a procedure analogous to that used to prepare 6D, 31A (745 mg, 1.66 mmol) was reacted with 5,5′,5′-tetramethyl-[2,2′]bi[[1,3,2]dioxaborinanyl] to give 31B (468 mg, 68%) as a tan foam. 1H NMR (400 MHz, MeOD) δ ppm 1.25 (t, J=7.33 Hz, 3 H) 2.34-2.40 (m, 3 H) 3.03 (t, J=6.95 Hz, 2 H) 3.35 (q, J=7.33 Hz, 2 H) 4.39 (t, J=7.07 Hz, 2 H) 7.20 (d, J=7.33 Hz, 1 H) 7.30-7.43 (m, 2 H) 7.86 (dd, J=8.84, 1.77 Hz, 1 H) 7.99 (d, J=8.84 Hz, 1 H) 8.11 (d, J=2.02 Hz, 1 H) 10.05 (s, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592331B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-e26bfb040621468aa2a757f31f549783 |
| Source note | uspto-grants-2009_09 |