HuagongsheHuagongshe Chemistry Print Report · For research reference only
(5-Chloro-2-fluoro-phenyl)boronic acid → HCID 58464995, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (5-Chloro-2-fluoro-phenyl)boronic acid | HCID 3718925 | — |
| Reactant | tert-butyl 4-(5-(4-(butyloxycarbonylaminomethyl)piperidin-1-yl)-1-methyl-1H-pyrazol-4-ylcarbamoyl)-2-bromothiazol-5-ylcarbamate | HCID 58464898 | — |
| Product | HCID 58464995 | HCID 58464995 | 31% |
Reaction Steps
Following the procedure for Example 278 starting with tert-butyl 4-(5-(4-(butyloxycarbonylaminomethyl)piperidin-1-yl)-1-methyl-1H-pyrazol-4-ylcarbamoyl)-2-bromothiazol-5-ylcarbamate and 5-chloro-2-fluorophenylboronic acid gave 314 as a grey solid (29.2 mg, 31%). 1H NMR (400 MHz, d4-MeOD) δ 8.34 (dd, J=6.4, 2.7 Hz, 1H), 7.47 (s, 1H), 7.43-7.37 (m, 1H), 7.27 (dd, J=10.9, 8.8 Hz, 1H), 3.74 (s, 3H), 3.27-3.11 (m, 4H), 2.63 (d, J=6.6 Hz, 2H), 1.86 (d, J=12.6 Hz, 2H), 1.56-1.47 (m, 1H), 1.38 (qd, J=11.9, 4.4 Hz, 2H). LCMS (ES+) m/z 480 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436001B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-aa4c7a0f776e4b828afa75fc0bf0f9e7 |
| Source note | uspto-grants-2013_05 |