HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Cyclohexenylboronic acid → HCID 58465087, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Cyclohexenylboronic acid | HCID 3862902 | — |
| Reactant | tert-butyl 4-(5-(4-(butyloxycarbonylaminomethyl)piperidin-1-yl)-1-methyl-1H-pyrazol-4-ylcarbamoyl)-2-bromothiazol-5-ylcarbamate | HCID 58464898 | — |
| Product | HCID 58465087 | HCID 58465087 | 51% |
Reaction Steps
Following the procedure for Example 281, Suzuki coupling of tert-butyl 4-(5-(4-(butyloxycarbonylaminomethyl)piperidin-1-yl)-1-methyl-1H-pyrazol-4-ylcarbamoyl)-2-bromothiazol-5-ylcarbamate and cyclohex-1-ene-1-boronic acid gave 282 (44 mg, 51% over three steps). 1H NMR (400 MHz, d4-MeOD) δ 7.45 (s, 1H), 3.71 (s, 3H), 3.21-3.08 (m, 4H), 2.85-2.76 (m, 1H), 2.64 (d, J=6.6 Hz, 2H), 2.09 (d, J=12.1 Hz, 2H), 1.90-1.81 (m, 4H), 1.76 (d, J=13.0 Hz, 1H), 1.59-1.25 (m, 8H). LCMS (ES+) m/z 418 (M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08669361B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-5e7bfef4760c44818414661e5ec9cf94 |
| Source note | uspto-grants-2014_03 |