HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Chloro-2-nitrophenylboronic acid → 5'-Chloro-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-2'-nitro-biphenyl-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Chloro-2-nitrophenylboronic acid | HCID 10214460 | — |
| Reactant | Methyl 2-bromo-5-(4-(3,4-dichlorophenyl)thiazol-2-yl)benzoate | HCID 86679833 | — |
| Product | 5'-Chloro-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-2'-nitro-biphenyl-2-carboxylic acid | HCID 71538879 | 7% |
Reaction Steps
5′-Chloro-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-2′-nitro-biphenyl-2-carboxylic acid was prepared in 7% yield (for two steps) from 2-bromo-5-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-benzoic acid methyl ester (which may be prepared as described for Intermediate 6) and 5-chloro-2-nitrophenylboronic acid (available from Combi-Blocks Inc.) using General Procedure A for Suzuki Coupling and Hydrolysis in Parallel Mode. 1H NMR (300 MHz, DMSO-d6) δ 13.29 (br s, 1H), 8.60 (d, J=1.9 Hz, 1H), 8.50 (s, 1H), 8.29-8.37 (m, 2H), 8.20 (d, J=8.9 Hz, 2H), 8.10 (dd, J=8.4, 2.0 Hz, 1H), 7.73-7.82 (m, 2H), 7.60 (d, J=2.3 Hz, 1H), 7.53 (d, J=7.9 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073881B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-0444e300c5094ee498a215fef0411f90 |
| Source note | uspto-grants-2015_07 |