HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromo-2-chloroaniline → HCID 68291258, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromo-2-chloroaniline | HCID 610169 | — |
| Reactant | 1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 4912908 | — |
| Solvent | Dimethoxyethane methanol | HCID 86595564 | — |
| Product | HCID 68291258 | HCID 68291258 | 74% |
Reaction Steps
Prepared using Method C (Preparation 85) using 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole and 4-bromo-2-chloroaniline in DME/MeOH 2/1 for 10 minutes at 150° C. under microwave irradiation. Purified using silica gel column chromatography eluting with 20% hexane in ethyl acetate to afford the title compound as a white powder (77 mg, 74%). 1H-NMR (500 MHz, CDCl3): δ 3.86 (s, 3H), 4.26 (s, br, 2H), 6.22 (d, J=2 Hz, 1H), 6.81 (d, J=8.3 Hz, 1H), 7.1 (dd, J=2 Hz, 8.3 Hz. Hz, 1H), 7.31 (d, J=2.0 Hz, 1H), 7.48 (d, J=2 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371319B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-8ad061ffe2ad42d8b23188e8ad5cedae |
| Source note | uspto-grants-2016_06 |