Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205923Generated: November 2, 2026

4-Bromo-2-chloroaniline → HCID 68291258, compound

https://huagongshe.com/reaction/2205923

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-2-chloroanilineHCID 610169—
Reactant1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 4912908—
SolventDimethoxyethane methanolHCID 86595564—
ProductHCID 68291258HCID 6829125874%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371319B2
Source datasetuspto-grants-2016_06
ORD IDord-8ad061ffe2ad42d8b23188e8ad5cedae
Source noteuspto-grants-2016_06