HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,5-Dichlorobenzeneboronic acid → HCID 58464919, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,5-Dichlorobenzeneboronic acid | HCID 2773371 | — |
| Reactant | tert-butyl 4-(5-(4-(butyloxycarbonylaminomethyl)piperidin-1-yl)-1-methyl-1H-pyrazol-4-ylcarbamoyl)-2-bromothiazol-5-ylcarbamate | HCID 58464898 | — |
| Product | HCID 58464919 | HCID 58464919 | 19% |
Reaction Steps
Following Example 278, Suzuki coupling of tert-butyl 4-(5-(4-(butyloxycarbonylaminomethyl)piperidin-1-yl)-1-methyl-1H-pyrazol-4-ylcarbamoyl)-2-bromothiazol-5-ylcarbamate and 2,5-dichlorobenzeneboronic acid gave 277 as an off-white solid (19 mg, 19%). 1H NMR (400 MHz, d4-MeOD) δ 8.39 (d, J=2.6 Hz, 1H), 7.51 (d, J=8.6 Hz, 1H), 7.48 (s, 1H), 7.37 (dd, J=8.6, 2.6 Hz, 1H), 3.73 (s, 3H), 3.24-3.11 (m, 4H), 2.60 (d, J=6.6 Hz, 2H), 1.85 (d, J=12.5 Hz, 2H), 1.55-1.44 (m, 1H), 1.36 (qd, J=11.9, 4.4 Hz, 2H). LCMS (ES+) m/z 464 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436001B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-46400e1272574ccea8c17aba78c7264e |
| Source note | uspto-grants-2013_05 |