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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374947Generated: October 30, 2026

4-Bromophenol → HCID 11222877, compound

https://huagongshe.com/reaction/2374947

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromophenolHCID 7808—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantSodium t-butoxideHCID 23676156—
Reactant2-Amino-5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazinHCID 58712001—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 11222877HCID 1122287757.7%

Reaction Steps

In a similar manner as described for Example 41, 5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine (Intermediate 45) (0.025 g, 0.09 mmol), 4-bromophenol (0.015 g, 0.09 mmol), Pd2(dba)3 (0.008 g, 0.01 mmol), 2-(Di-t-butylphosphino)biphenyl (0.008 g, 0.03 mmol), and NaOtBu (0.011 g, 0.11 mmol) in 1,4-dioxane (1 mL) gave 4-({5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-yl}amino)phenol (0.020 g) as a yellow solid. 1H NMR (Acetone-d6): δ9.06 (s, 1H), 8.91 (s, 1H), 8.68 (d, J=4.8 Hz, 1H), 7.77-7.70 (m, 3H), 7.59 (d, J=8.4 Hz, 2H), 6.84 (d, J=8.4 Hz, 2H), 2.55 (s, 3H). MS m/z 386 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462614B2
Source datasetuspto-grants-2008_12
ORD IDord-54574e2f8c37492a8bffd27281cea38b
Source noteuspto-grants-2008_12